Day: May 8, 2021

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. 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Formula: C4H3F3N2

To a solution of Intermediate 17 ethyl 1-(6-(2-(2-methyl-4-(3- ((methylsulfonyl)oxy)propoxy) phenethyl) phenyl)-pyridin-2-yl)-5-(trifluoromethyl)- 1 Hpyrazole-4-carboxylate (232 mg, 0.367 mmol) in tetrahydrofuran (THF) (10 ml) at RT was added NaH (30.9 mg, 0.772 mmol). The suspension was stirred 30mm then 3-(trifluoromethyl)-1H-pyrazole (50mg, 0.367 mmol) was added. Analysis of the reaction byTLC showed the reaction was complete. 2 equivalents of HCI iN were added. Thereaction mixture was concentrated in vacuo, dissolved in EtOAc and washed with H20.The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo.The product was purified by chromatography on a Isco Companion. The sample wasloaded on 10 g Biotage silica (Si) column then the purification was carried out using DCM /MeOH 100/0 to 98/2. The appropriate fractions were combined and concentrated in vacuo to give the required product as an off-white oil (180 mg, 76percent). LC/MS rt =3.25 mm m/z = 644 [M+H]. HRMS rt = 2.95 mi (M+H) Calculated=644.2096; found=644.2130 (z=6.5 ppm).1H NMR (d6-DMSO) O (ppm): 8.3 (5, 1H), 8.2 (t, 1H), 8.0 (m, 1H), 7.8 (d, 1H), 7.7 (d, 1H),7.4 (m, 4H), 6.7 (5, 1H), 6.6 (m, 2H), 6.5 (d, 1H), 4.4 (m, 2H), 3.9 (m, 2H), 2.8 (m, 2H), 2.6 (m, 2H), 2.25 (m, 2H), 1.9 (5, 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 of 158001-28-6, A common heterocyclic compound, 158001-28-6, name is 5-Amino-1-(tert-butyl)-1H-pyrazole-4-carbonitrile, molecular formula is C8H12N4, 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.

A mixture of 5-amino-l-ter?-butyl-lH-pyrazole-4-carbonitrile (5.5 g, 33.5 mmol) (Step A) and formamide (68 ml) was heated at 185 0C for 3 hr under nitrogen atmosphere. The mixture was added to water and extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate solution followed by aqueous wash and brine. The organic layer was dried (anhydrous sodium sulfate) and the solvent was removed in vacuo to afford a residue which was crystallized from small amount of ether to afford l-fert-butyl-lH-pyrazolo[3,4- phiyrimidin-4-ylamine (Compound No. 12; 3.91 g, 20.4 mmol); LC/MS, API-ES5 Pos, (M+H)+, 192.1.

The synthetic route of 158001-28-6 has been constantly updated, and we look forward to future research findings.

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Pyrazole-4-carbonitrile

A solution of compound from Example 115 step b (100 mg, 0.19 mmol), 1H- pyrazole-4-carbonitrile (43 mg, 0.46 mmol), CuI (53 mg, 0.28 mmol), K2CO3 (102 mg, 0.74 mmol), (1S,2S)-1-N,2-N-dimethylcyclohexane-1,2-diamine (52.8 mg, 0.37 mmol) in DMF(3 mL) was stirred for 2 hrs at 100oC under N2. The crude product was purified by HPLC to give the desired compound (66 mg, 65%) as a white solid. ESI MS m/z = 549.2 [M+H]+.

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 of 473528-88-0,Some common heterocyclic compound, 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, molecular formula is C5H5BrN2O, 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.

A mixture of 8-1 (700 mg, 3.7 mmol), bis(pinacolato)diboron (1.1 g, 4.4 mmol), Pd(dppf)Cl2 (190 mg, 0.26 mmol) and AcOK (1.1 g, 11.1 mmol) in dioxane (25 mL) was stirred at 105 C overnight under nitrogen atmosphere. After cooling to room temperature, the mixture was evaporated to remove most of dioxane. The residue was treated with brine (30 mL) and extracted with EtOAc (40 mL*2). The combined organic layers were dried over Na2SO4 and filtered. The filtrated was concentrated to give the crude title compound as a black oil (2.9 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole, 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 42098-25-9, Computed Properties of C4H4ClN3O2

a mixture of (Z)-2,3,6,7-tetrahydro-1H-azepine hydrochloride (32.3 g; 0.24 mol), 5-chloro-1-methyl-4-nitro-1H-pyrazole (37.2 g; 0.23 mol), potassium fluoride (56.24 g; 0.96 mol), and diisopropylethylamine (64 ml; 0.362 mol) in anhydrous DMSO (650 ml) was heated at 75 C for 21 h. On cooling, the mixture was poured into water (1,500 ml), extracted with ethyl acetate (4 × 500 ml), and the combined organics washed with water (2 × 400 ml) and brine (300 ml) then dried (MgSO4). The solvent was removed under reduced pressure to afford (Z)-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-2,3,6,7-tetrahydro-1H-azepine as a light brown solid (50.74 g; 99%). 1H-NMR (400 MHz, CDCl3) delta 8.00 (s, 1H), 5.95-5.85 (m, 2H), 3.80(s, 3H), 3.30-3.20 (m, 4H), 2.45-2.35 (m, 4H). LC-MS (ESI m/z): 223.1 [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, 5-Chloro-1-methyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

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. 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, A new synthetic method of this compound is introduced below., Recommanded Product: 5203-77-0

General procedure: Intermediate 7 (4mmol), dissolved in dry dichloromethane (60mL), and PCl5 (4.2mmol) were added and stirred at room temperature for 1h. The solvent was moved out under reduced pressure to afford acid chloride, the acid chloride was then dissolved in dry CH2Cl2 (60mL), Then 1-methyl-1H-pyrazol-5-ol (4mmol) and Et3N (4.8mmol) were added to the above solution, and stirred for a further 18-24hat room temperature. After adding dichloromethane (30mL), the resultant mixture was washed sequentially with 2N hydrochloric acid (100mL), saturated NaHCO3 and saturated NaCl and dried over Na2SO4. The rest of the solution was evaporated in vacuum and purified by silica gel column chromatography using gradient elution of ethyl acetate/hexane (V:V = 1:2) to obtain the desired intermediate 8 as a write powder (30%-70%). 4.1.10 1-methyl-1H-pyrazol-5-yl3-methyl-2-oxo-1-propyl-2,3-dihydro-1H-benzo[d] imidazole- 5-carboxylate Yield: 45%. m.p. 107-108C. 1H NMR (600MHz, CDCl3) delta 8.01 (dd, J=8.4, 1.2Hz, 1H), 7.77 (d, J=1.2Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.10 (d, J=8.4Hz, 1H), 6.20 (d, J=1.8Hz, 1H), 3.92 (t, J=7.2Hz, 2H), 3.80 (s, 3H), 3.51 (s, 3H), 1.91-1.71 (m, 2H), 1.00 (t, J=7.8Hz, 3H). EI-MS (m/z): 314.18 (M)+.

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.

Related Products of 143426-52-2,Some common heterocyclic compound, 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, molecular formula is C10H9ClN2, 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.

G) methyl 4-cyano-2-hydroxy-3-methyl-5- [4- ( lH-pyrazol-1- yl ) benzyl] benzoate To a solution of methyl 4-cyano-2-hydroxy-3-methyl-5- (4 , 4 , 5 , 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) benzoate (3.50 g) in 1,4-dioxane (30.0 mL) were added 1- (4- (chloromethyl) phenyl) – lH-pyrazole (2.12 g) , tripotassium phosphate trihydrate (5.90 g) and [1,1′- bis (diphenylphosphino) ferrocene] dichloropalladium ( II ) dichloromethane adduct (0.34 g) , and the mixture was stirred at 90C for 16 hr under nitrogen atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by flash silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (0.86 g) . 1H NMR (400 MHz, CDCl3) delta 2.49 (3H, s) , 3.95 (3H, s) , 4.15 (2H, s), 6.46 (1H, s), 7.30 (2H, d, J = 8.4 Hz), 7.59-7.60 (1H, m) , 7.64 (2H, d, J = 8.4 Hz), 7.71 (1H, s) , 7.90 (1H, d, J = 2.4 Hz) , 11.07 (1H, brs) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, its application will become more common.

Synthetic Route of 37622-90-5, These common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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.

To a suspension of LiAlH4 (5.3 g) in dry THF (100 mL) in a round-bottomed flask, under inert atmosphere (N2), was added portionwise ethyl pyrazole-4-carboxylate (10.0 g) at rt. The reaction mixture was stirred at rt overnight and then poured into a sat. aq. Rochelle salt solution. The mixture was stirred at rt for 3 h and diluted with EA. The layers were separated and the aq. layer was extracted with EA (3x). The combined org. layers were dried over MgS04, filtered and concentrated under reduced pressure. The title compound was obtained, after drying, as a white solid (5.2 g; 76percent yield).1H NMR (d6-DMSO) delta: 12.60 (s, 1H); 7.50 (s, 2H); 4.77 (br. s, 1H); 4.38 (br. s, 2H).

The synthetic route of 37622-90-5 has been constantly updated, and we look forward to future research findings.

Application of 39806-90-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39806-90-1 name is 4-Iodo-1-methyl-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 4-iodo-l-methyl-lH-pyrazole (10.20 mg, 0.049 mmol) in anhydrous DMSO (5 ml) was added common intermediate D.2 (10 mg, 0.033 mmol), (Irans)-N I N2- dimethylcyclohexane-l, 2-diamine (0.930 mg, 6.54 mhio). potassium phosphate (20.82 mg, 0.098 mmol) and Cul (0.623 mg, 3.27 pmol). The resulting mixture was stirred at 90C under N2 atmosphere for 12 hours. LCMS showed the starting material was consumed. After filtration and concentration, the crude product was purified by pre-HPLC (TFA) to give example 7.1, 5-chloro- l-(l-methyl-lH-pyrazol-4-yl)-6-(l-(3-methyloxetan-3-yl)piperidin-4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C20H25CIN5O [M+H]+ 386, found 386. NMR (400 MHz, CD3OD) d 8.15 (s, 1H), 8.13 (s, 1H), 7.94 (s, 1H), 7.86 (s, 1H), 7.50 (s, 1H), 4.92 (m, 3H), 4.49 (d, J = 7.83 Hz, 2H), 4.01 (s, 3H), 3.52-3.66 (m, 1H), 3.38-3.48 (m, 3H), 3.33 (br s, 1H), 2.30 (m, 2H), 2.08- 2.18 (m, 2H), 1.79 (s, 3H). LRRK2 ICso 1.4 nM.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-1-methyl-1H-pyrazole, and friends who are interested can also refer to it.

Electric Literature of 37718-11-9,Some common heterocyclic compound, 37718-11-9, name is 1H-Pyrazole-4-carboxylic acid, molecular formula is C4H4N2O2, 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.

A 250-mL round-bottom flask was charged with lH-pyrazole-4-carboxylic acid (5.00 g, 44.6 mmol, 1.00 equiv), DCM (50 mL), and thionyl chloride (21.3 g, 179 mmol, 4.00 equiv). The resulting solution was stirred overnight at 40 °C and concentrated under reduced pressure to provide 6.00 g (crude) of lH-pyrazole-4-carbonyl chloride as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole-4-carboxylic acid, its application will become more common.