Category: 25016-20-0

Related Products of 25016-20-0, The chemical industry reduces the impact on the environment during synthesis 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

Acid R2a (9.3 mg, 0.074 mmol) is dissolved in DCM (2 mL), then TEA (41 mu, 0.295 mmol) is added followed by TBTU (21.7 mg, 0.068 mmol). This solution is stirred for 15 mins, after which the amine hydrochloride Ce (50 mg, 0.059 mmol) is added. The resulting solution is stirred at RT for 16 h and then concentrated. The residual is dissolved in DMSO. The resulting solution is filtered through a Millex filter and purified by prep HPLC (Ammonium formate/MeOH). The pure fractions are combined, concentrated redissolved in MeCN and water, frozen and lyophilized to provide compound 1015.FIA M.S.(electrospray) : 804.5 (M-H)” Retention time (min): 5.2 min1H NMR (400 MHz,DMSO-d6): delta 9.57 (s, 1 H) , 7.76 (d, 1 H, J = 2.4 Hz), 7.67 (bs, 1 H). 7.64 (d, 1 H, J = 9 Hz), 6.88 (d, 1 H, J = 9 Hz), 6.59 (d, 1 H, J = 2.1 Hz), 6.24 (s, 1 H), 5.47 (S, 1 H, J = 6.1 Hz), 5.41-5.31 (m, 3H) 4.81-4.73 (m, 1 H), 4.46 (dd, 1 H, J = 7.8, 7.6 Hz), 4.30-4.13 (m, 2H) 3.90 (s, 3H), 2.46-2.41 (m, 2H), 2.38 (s, 3H), 2.01- 1.69 (m, 4H), 1.59-1.53 (m, 3H), 1.48-1.33 (m, 15H), 1.24-1.12 (m, 4H), 0.64- 0.60(m, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET, Montse; BORDELEAU , Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63501; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 25016-20-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Acid R2a (9.03 mg; 0.072 mmol) is dissolved in DMF (2 mL) and TEA (33.3 muIota 0.072 mmol) and TBTU (23.0 mg; 0.072 mmol) are added and the mixture is stirred for 15 mins. The Boc de-protected macrocyclic amine hydrochloride Ch is dissolved in DMF (1.0 mL) and added to the acid solution and stirred at RT overnight. The resulting solution is filtered through a Millex filter and purified by prep HPLC (ammonium bicarbonate/MeOH). The pure fractions are combined, concentrated, frozen and lyophilized to provide compound 1029.FIA M.S.(electrospray) : 858.3 (M-H)”, 860.2 (M+H)+ Retention time (min): 6.9 min1H NMR (400 MHz,DMSO-d6): delta 10.83 (s, 1H) , 8.93 (s, 1H), 7.90 (d, 1H, J= 9 Hz), 7.79 (d, 1H, J= 7Hz), 7.75 (d, 1H, J= 2.4 Hz), 7.16 (d, 1H, J= 9 Hz), ), 6.61 (s, 1H), 6.57 (d, 1H, J =2.3 Hz), 5.65-5.58 (m 1H), 5.52 (m, 1H), 5.20-5.04 (m, 3H), 4.61- 4.54 (m, 2H), 4.43-4.39 (m, 2H), 4.05-4.00 (m, 2H), 3.89 (d,6H, J = 5.8Hz), 2.67- 2.60 (m, 1H), 2.45 (s, 3H), 2.40-2.29 (m, 2H), 1.97-1.91 (m, 1H), 1.83-1.75 (m, 1H), 1.60-1.49 (m, 3H), 1.43-1.33 (m, 7H), 1.32-1.23 (m, 3H), 0.92-0.84 (m= 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET, Montse; BORDELEAU , Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63501; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 25016-20-0, These common heterocyclic compound, 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 238 Production of N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1-methyl-1H-pyrazole-3-carboxamide To a solution of 1-methyl-1H-pyrazole-3-carboxylic acid (115 mg, 0.92 mmol) in tetrahydrofuran (4.0 mL) were added N,N-dimethylformamide (20 muL, 0.26 mmol) and oxalyl chloride (80 muL, 0.92 mmol), and the mixture was stirred at room temperature for 30 min. The reaction mixture was added to a solution of N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (200 mg, 0.62 mmol) in N,N-dimethylacetamide (4.0 mL), and the mixture was stirred at room temperature for 2 hr. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran, washed with saturated brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was evaporated under reduced pressure and ethanol (10 mL) was added to the residue. The mixture was stirred with heating at 75 C. and cooled to room temperature, and the precipitate was collected by filtration to give the title compound (144 mg, 54%) as a white powder. 1H-NMR (DMSO-d6, 300 MHz) delta 0.77-0.83 (4H, m), 1.87-1.97 (1H, m), 3.97 (3H, s), 6.77 (1H, d, J=2.4 Hz), 7.06-7.16 (2H, m), 7.36-7.43 (1H, m), 7.82-7.89 (2H, m), 7.95 (1H, s), 8.05 (1H, d, J=9.6 Hz), 9.59 (1H, s), 11.08 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 25016-20-0.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/137595; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C5H6N2O2

Boc protected macrocyclic amine Ac (65 mg, 0.081 mmol) is charged in a vial with a 4 M solution of HCI in dioxane (3 mL). The solution is stirred at RT for 1 h, after which the solution is evaporated to dryness. 1 -methyl- 1 H-pyrazole-3-carboxylic acid R2b (12.2 mg; 0.097 mmol, 1 .2 equiv) is dissolved in DMF (2 mL) and TEA (45.1 mu; 0.323 mmol, 4 equiv) and TBTU (29.9 mg; 0.097 mmol, 1 .2 equiv) are added. The mixture is stirred for 15 mins. The Boc de-protected macrocyclic amine hydrochloride Cc is dissolved in DMF (1 .0 mL) and added to the acid solution. The reaction is stirred at RT overnight. The resulting solution is filtered through a Millex filter and purified by prep HPLC (X-Bridge column, Ammonium Bicarbonate pH10: MeOH). The pure fractions are combined, concentrated, frozen and lyophilized to provide compound 1008.FIA M.S.(electrospray) : 812.3 (M+H)+ Retention time (min) = 6.8 min1H NMR (400 MHz,DMSO-d6): delta 10.83 (s, 1 H) , 8.91 (s, 1 H), 7.88- 7.77 (m, 2H), 7.75 (d, 1 H, J = 2.4 Hz), 7.36- 7.30 (m, 1 H), 6.62 (s, 1 H), 6.55 (d, 1 H, J = 2 Hz), 5.65- 5.57 (m, 1 H), 5.57- 5.45 (m, 2H), 5.15- 5.03 (m, 1 H), 4.64- 4.50 (m, 2H), 4.49- 4.37 (m, 1 H), 4.03- 3.88 (m, 1 H), 3.88 (s, 3H), 2.67-2.55 (m, 1 H), 2.38- 2.24 (m, 2H), 2.00- 1 .87 (m, 1 H), 1 .87-1 .72 (m, 1 H), 1 .61 – 1 .47 (m, 3H), 1 .47-1 .17 (m, 18H), 0.95- 0.78 (m, 2H).

The synthetic route of 1-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET , Montse; BORDELEAU, Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63502; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C5H6N2O2

A stirred solution of 3-methylpyrazole (82.1 g, 1.0 mol) in water (3.5 L) was heated to 70 C. Potassium permanganate (111 g, 0.70 mol) was added in one portion, keeping the temperature near 70 C. The reaction mixture was stirred for 1 h at 70 C, and then a second portion of potassium permanganate (111 g) was added at 70 C. After 1 h, a final portion of potassium permanganate (111 g) was added at 70 C. The reaction mixture was stirred a further 2 h at 70 C, and any unreacted oxidant was reduced by the dropwise addition of isopropanol. The reaction mixture was cooled to room temperature, filtered, the solid was rinsed with water, and the filtrate evaporated to 500 mL. The aqueous was chilled to 0 C, acidified with concentrated HC1, filtered, the solid product washed with water, and dried under vacuum to provide pyrazole- 3-carboxylic acid as a white solid (64.4 g, 57%). Dimethyl sulfate (236 g, 177 ML, 1.87 mol) was added dropwise over 45 min to a stirred solution of pyrazole-3-carboxylic acid (200 g, 1.78 mol) in 20% aqueous sodium hydroxide (850 ML) at 40 C. The reaction mixture was heated at 80 C for 2 h, cooled to room temperature, filtered, the filtrate acidified to pH 1 with concentrated HC1, the precipitate filtered, washed with water, and dried under vacuum to yield 1-METHYLPYRAZOLE-5-CARBOXYLIC acid (85 g, 38%). The filtrate was concentrated in vacuo to 800 ML, extracted with chloroform (15X400 mL), the organic phase dried over anhydrous magnesium sulfate, concentrated in vacuo, and the residue recrystallized from isopropanol to yield 1-METHYLPYRAZOLE-3-CARBOXYLIC acid (74 g) as a white crystalline solid. A suspension of the acid (90 g, 0.71 mol) and DMF (1 drop) in thionyl chloride (250 ML) was stirred at reflux under nitrogen for 2 h. The solvent was evaporated from the reaction mixture, the residue azeotroped with toluene (3X200 mL), diluted into toluene (250 mL), added to a suspension of Pd-C (10 wt%, 9.3 g) in toluene (500 ML), and the mixture stirred at reflux for 8 h with a gentle flow of hydrogen gas through the suspension. After cooling to room temperature, the suspension was filtered through celite, washed with toluene, and concentrated in vacuo. The residue was fractionally distilled under vacuum to provide the title compound (50 g, 63%) as a low melting white solid (bp = 92 C @ 8 MMHG).

The synthetic route of 1-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2004/58763; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 25016-20-0, COA of Formula: C5H6N2O2

Example 34 1-Methyl-N-4-[rel-(4aS,5aR)-5a-methyl-4,6-dioxo-3-(phenylamino)-1 ,4,4a,5,5a,6- hexah drocyclopropa[f]indol-2-yl]pyridin-2-yl-1 H-pyrazole-3-carboxamide A solution of 1 -methyl-1 H-pyrazole-3-carboxylic acid (1 10 mg, 871 muiotaetaomicronIota) and HATU (331 mg, 871 muiotaetaomicronIota) in DMA (3 mL) was added to a mixture of rel-(4aR,5aR)-2-(2-Aminopyridin- 4-yl)-3-anilino-5a-methyl-4a,5,5a,6-tetrahydrocyclopropa[f]indol-4(1 H)-one (26; 100 mg, 290 muiotaetaomicronIota) and DIPEA (152 muIota_, 871 muiotaetaomicronIota) in DMA (3 mL) and stirred for 16 h at 50 under an atmosphere of air. The mixture was concentrated, DCM added and washed with water and dried over sodium sulfate. After filtration and concentration the residue was purified by Biotage (SNAP NH 28 g, EtOH:DCM) to give the title compound (27 mg, 19%). 1 H-NMR (400 MHz, DMSO-de), delta [ppm]= 1 .39 (3H), 1 .58 (1 H), 1 .85 (1 H), 2.32 (1 H), 3.96 (3H), 6.53-6.61 (3H), 6.85 (1 H), 7.00 (2H), 7.38 (1 H), 7.50 (1 H), 7.88 (1 H), 8.23 (1 H), 8.52 (1 H), 9.51 (1 H), 13.13 (1 H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; SIEMEISTER, Gerhard; MOeNNING, Ursula; (145 pag.)WO2017/21348; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 25016-20-0, Recommanded Product: 25016-20-0

General procedures for Example 59-76; A 4mL scintillation vial was charged with a stir bar, a solution of 59a (12.22 mg, 0.018mmol) dissolved in 1 mL of Nu,Nu-dimethylacetamide, a solution of carboxylic acid monomer (1.20 eq, 0.022 mmol) dissolved in 2.0mL of Nu,Nu-dimethylacetamide, a solution of HATU (8.36 mg, 1.20 eq, 0.022 mmol) dissolved in 500 mu^ of Nu,Nu-dimethylacetamide, and triethylamine (5.14muEpsilon, 2.0 eq, 0.036mmol). The vial was capped using inserts followed by Synthos caps. The vials were placed in Synthos Anton-Parr microwave optimizer at 150C for 30 minutes. The crude mixture was checked via LCMS for completion and concentrated to dryness. The residue was then dissolved in 1.4 mL of DMSO/Methanol (1/1 v:v) and purified through reverse phase HPLC to afford pure products recovering between 25-59% yield.HPLC condition: Samples were purified by preparative HPLC on a Phenomenex Luna C8(2) 5 um 100A AXIA column (30mm x 75mm). A gradient of methanol (A) and 0.1%trifluoroacetic acid in water (B) was used, at a flow rate of 50mL/min (0-0.5 min 20% A, 0.5- 6.0 min linear gradient 20-100% A, 6.0-7.0 min 100% A, 7.0-8.0 min linear gradient 100- 10% A).; Example 59; (2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-2-(8-fluoro-3-methylquinoxalin-2- yloxy)-6-(l-methyl-lH-pyrazole-3-carboxamido)-5,16-dioxo- 1,2,3,5,6,7,8,9,10,11,13a, 14,14a, 15,16, 16a-hexadecahydrocyclopropa[e]pyrrolo[l, 2- a][l,4]diazacyclopentadecine-14a-carboxamide; The title compound 59 was prepared according to the general procedure used for Example 59-76 using l-methyl-lH-pyrazole-3-carboxylic acid as the carboxylic acid monomer. MS (ESI): m/z = 737.2 [M+H].

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; ENANTA PHARMACEUTICALS, INC.; CHEN, Hui-ju; MCDANIEL, Keith, F.; GREEN, Brian, E.; SHANLEY, Jason, P.; KRUGER, Albert, W.; GANDARILLA, Jorge; WELCH, Dennie, S.; CINK, Russell, D.; GAI, Yonghua; WANG, Guoqiang; OR, Yat, Sun; WO2011/156337; (2011); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H6N2O2

The 1-methyl-1 H-pyrazole-3-carboxylic acid R2a (16 mg, 0.127 mmol, 1 .2 equiv) is dissolved in DMF (2 mL), then TEA (59.1 muIota_, 0.442 mmol, 4 equiv) followed by TBTU (39.2 mg, 0.127 mmol, 1.2 equiv). The reaction mixture is stirred for 15 mins, after which the amine hydrochloride Dc is added in DMF (1 mL). The resulting solution is stirred at RT for 16 h. The solution is then filtered through a Millex filter and purified by prep HPLC. (ammonium bicarbonate/MeOH). The pure fractions are combined, concentrated, frozen and lyophilized to provide compound 1016.FIA M.S.(electrospray) : 808.3 (M-H)- , 810.3 (M+H)+ Retention time (min): 5.4 min1H NMR (400 MHz,DMSO-d6): delta 1 .04 (s, 1 H) , 8.76 (s, 1 H), 7.83-7.80 (m, 2H), 7.76 (d, 1 H, J = 2.0Hz), 7.24 (d, 1 H, J = 7.8Hz), 6.59 (d, 1 H, J = 2.3Hz), 6.45 (s, 1 H), 5.70-5.55 (m, 1H), 5.49-5.43 (p, 1H, J= 6.3Hz), 5.43 (s, 1H), 5.2-5.07 (m, 1H), 4.70-4.50 (m,1H), 4.49-4.40 (m, 1H), 4.39-4.25(m, 1H), 4.03-3.85 (m, 1H), 3.95 (s, 3H), 3.89 (s, 3H), 2.95-2.80 (m, 1H), 2.65-2.55 (m, 1H), 2.35-2.19 (m, 2H), 2.0-1.85 (m, 1H), 1.84-1.66 (m, 1H), 1.65-1.5 (m, 3H); 1.49-1.15 (m, 14H); 1.14-0.94 (m, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET, Montse; BORDELEAU , Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63501; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 25016-20-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Example 67;(i?)-(l-Methyl-l/-r-pyrazoI-3-yl)(l-(4-(trifluoromethyl)phenyl)-3,4-dihydroiso- quinoIin-2(lH)-yl)methanone; A solution of (R)- -(4-(trifluoromethyl)phenyl)- 1,2,3, 4-tetrahydroisoquinoline (58 mg, 0.21 mmol, example 30, step 1) in DMF (1 mL) was added 1-methyl-leta- pyrazole-3-carboxylic acid (Fluorochem, 34 mg, 0.27 mmol), 1-hydroxybenzo- triazole hydrate (42 mg, 0.27 mmol), and JV-((isopropylimino)methylene)propan- 2-amine (66 muL, 0.42 mmol). The resulting mixture was then stirred at RT for 16 h. Then, the mixture was filtered and the filtrate was purified by preparative HPLC to give the target compound. The product was dissolved in MeOH and passed through PL-HCO3 MP resin and the resin was washed with MeOH (2 x 0.3 mL). The combined filtrates were concentrated and dried under vacuum to give the title compound as a light-yellow solid. MS (ESI, positive ion) m/z: 386 (M+H).

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2009/73203; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 25016-20-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25016-20-0 as follows.

To a solution of 1 -methyl- 7/-/-pyrazole-3-carboxylic acid (50 mg, 0.397 mmol) and diisopropylethylamine (154 mg, 1 .19 mmol) in tetrahydrofuran (4.0 ml_) at 20 C was added 1 -[b/s(dimethylamino)methylene]- 7/-/-1 ,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (226 mg, 0.595 mmol). The reaction mixture was stirred for 20 minutes before a solution of 3-((6-aminopyridin-3-yl)methyl)-5-fluorobenzonitrile (90 mg, 0.397 mmol) in tetrahydrofuran (1 .0 mL) was added. The reaction solution was stirred at 20 C for 16 h. The volatiles were removed under reduced pressure and the crude residue was added to a mixture of dichloromethane (50 mL) and water (50 mL). The combined organic layers were collected, dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified via prep-HPLC (Boston C18 21 *250 mm 10 pm column; acetonitrile/0.01 % aqueous trifluoroacetic acid) to give A/-(5-(3-cyano-5-fluorobenzyl)pyridin-2-yl)-1 -methyl- 7/-/-pyrazole-3-carboxamide as a white solid (29.3 mg, 0.087 mmol, 22%). 1 H NMR (400 MHz, Dimethylsulfoxide-c/e) d 1 0.48 (s, 1 H), 8.41 (s, 1 H), 8.32 (d, J = 1 .8 Hz, 1 H), 8.10 (d, J = 8.9 Hz, 2H), 7.77 – 7.66 (m, 2H), 7.57 (d, J = 9.4 Hz, 1 H), 4.02 (s, 2H), 3.87 (s, 2H); LCMS (ESI) m/z: 336.1 [M+H]+.

According to the analysis of related databases, 25016-20-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics