345637-71-0 | pyrazoles-derivatives

14-Sep-2021 News Continuously updated synthesis method about 345637-71-0

According to the analysis of related databases, 345637-71-0, the application of this compound in the production field has become more and more popular.

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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H7F3N2O2

To a solution of 5-methyl-3-(trifluoromethyl)-lH-pyrazole-l -acetic acid (0.8 g, 3.8 mmol) in dichloromethane (10 mL) was added oxalyl chloride (2.4 g, 19.2 mmol) and two drops of iV.TV-dimethylformamide, resulting in slight exothermicity. The reaction mixture was then heated at reflux for 15 minutes. The reaction mixture was concentrated in vacuo, and the residue was suspended in tetrahydrofuran (10 mL) and treated with a solution of 2-(4-piperidinyl)-4-thiazolecarboxaldehyde’ monohydrochloride (i.e. the product of Example 2, Step A) (1.1 g, 5.1 mmol) in tetrahydrofuran (10 mL), followed by dropwise addition of triethylamine (1.2 g, 11.9 mmol). The reaction mixture was stirred overnight at room temperature and then partitioned between 1 N aqueous hydrochloric acid and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with additional ethyl acetate (2 x 30 mL). The combined organic layers were washed with 1 N aqueous hydrochloric acid, saturated aqueous sodium bicarbonate solution, and brine. The organic layer was dried (MgSC^) and evaporated under reduced pressure to give 0.8 g of the title compound as a yellow oil. IH NMR (CDCl3) delta 1.79-1.90 (m, 2H)5 2.18-2.29 (m, 2H), 2.33 (s, 3H), 2.87-2.94 (m, IH)5 3.28-3.40 (m, 2H), 4.05-4.15 (m, IH), 4.56-4.64 (m, IH), 4.99-5.02 (m, 2H), 6.35 (s, IH), 8.12 (s, IH)5 IO-Ol (s, IH).; To a solution of 5-methyl-3-(trifluoromethyl)-li’-pyrazole-l -acetic acid (0.5 g,2.4 mmol) in dichloromethane (4 mL) was added oxalyl chloride (0.3 mL, 3.6 mmol) and one drop of N,LambdaT-dimethylformamide, resulting in slight exothermicity. The reaction mixture was then heated at reflux for 15 minutes. The reaction mixture was evaporated, and the resulting residue was suspended in dichloromethane (4 mL) and treated with a solution of 4-(4-ethenyl-2-thiazolyl)piperidine (i.e. the product of Example 4, Step B) (302 mg,1.5 mmol) in dichloromethane (2 mL), followed by addition of triethylamine (0.32 mL, 2.3 mmol). The reaction mixture was stirred overnight at room temperature, then concentrated, and purified by column chromatography on silica gel using 30-40 % ethyl acetate in hexanes as eluant to give 414 mg of the title compound as a white solid. IH NMR (CDCl3) 6 1.78 (m, 2H), 2.18 (m, 2H), 2.32 (s, 3H), 2.90 (br t, IH), 3.30 (m, 2H),4.03 (d, IH), 4.55 (d, IH), 5.00 (m, 2H), 5.35 (d, IH), 6.02 (d, IH), 6.33 (s, IH), 6.68 (dd,IH)5 7.01 (s, IH).

According to the analysis of related databases, 345637-71-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/13622; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

9-Sep-2021 News Continuously updated synthesis method about 345637-71-0

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, 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic 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 345637-71-0, Computed Properties of C7H7F3N2O2

A mixture of 5-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2- thiazolyl]tetrahydro-2H-l,2-oxazine (i.e. the product of Step K) (0.235 g, 0.67 mmol), 5- methyl-3-(trifluoromethyl)-lH-pyrazole-l -acetic acid (0.154 g, 0.74 mmol) and N,N-dicyclohexylcarbodiimide (0.152 g, 0.74 mmol) in dichloromethane was stirred at room temperature for 20 h. The reaction mixture was diluted with more dichloromethane and the urea by-product was removed by filtration. The filtrate was concentrated under reduced pressure to a pale-yellow foam (0.42 g). The resulting foam was dissolved in a minimum amount of dichloromethane and loaded onto a chromatotron plate (2mm) eluting with a gradient of ethyl acetate in dichloromethane to give the title compound, a compound of the present invention, as a colourless foamy solid (0.101 g).in NMR (CDCI3): delta 2.05-2.20 (m, 1H), 2.20-2.35 (m, 4H), 3.403.55 (m, 1H), 3.55-3.70 (m, 2H), 3.75-3.88 (m, 1H), 4.08-4.20 (m, 1H), 4.35-4.45 (m, 1H), 4.45-4.55 (m, 1H), 5.08 (s, 2H), 6.02-6.12 (m, 1H), 6.30 (s, 1H), 6.85-6.98 (m, 2H), 7.25-7.38 (m, 1H), 7.72 (s, 1H).

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LIEPA, Andris, Juris; PASTERIS, Robert, James; STEVENSON, Thomas, Martin; WO2011/85170; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: C7H7F3N2O2

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 345637-71-0.

To a solution of (5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid (9.1 g, 36.1 mmol) in DMF (100 mL) is added diisopropylethylamine (45 mL, 216 mmol), followed by O- (benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate (15.5 g, 39.7 mmol). After stirring 15 min at RT, 2-piperidin-4-yl-thiazole-4-carboxylic acid ethyl ester hydrochloride (10 g, 36.1 mmol) is added to the reaction mixture. After stirring overnight at RT, solvent is evaporated and the resulting yellow oil is dissolved in ethylacetate (300 mL), washed with saturated aqueous sodium bicarbonate solution (300 mL), 1 M HCI solution (300 mL), and brine (100 mL). The organic layer is dried over sodium sulfate, filtered, and evaporated under reduced pressure. The crude mixture is purified by column chromatography on silica gel (dichloromethane/methanol 10: 1) to give 2-{1-[2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)- acetyl]-piperidin-4-yl}-thiazole-4-carboxylic acid ethyl ester (13.6 g, 88 %). 1 H-NMR (400 – -MHz, CDCI3): delta = 1.40 (t, 3H), 1.70-1.85 (m, 2H), 2.16-2.30 (m, 2H), 2.32 (s, 3H), 2.79-2.89 (m, 1 H), 3.22-3.43 (m, 1 H), 4.03-4.12 (m, 1 H), 4.42 (q, 3H), 4.54-4.69 (m, 1 H), 4.93-5.08 (2d, 2H (diastereotopic)), 6.35 (s, 1 H), 8.10 (br, 1 H). MS: m/z = 209 (M+1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 345637-71-0.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SULZER-MOSS, Sarah; LAMBERTH, Clemens; RESPONDEK, Mathias, Stephan; QUARANTA, Laura; CEDERBAUM, Fredrik; BERTHON, Guillaume; WO2012/69633; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Brief introduction of 345637-71-0

Related Products of 345637-71-0, The chemical industry reduces the impact on the environment during synthesis 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, I believe this compound will play a more active role in future production and life.

To a solution of (3-bromophenyl) (methyl)(((2-(piperidin-4-yl) thiazol-4-yl) methyl)imino)^6-sulfanone ; (362 mg, 0.9 mmol) in N, N-dimethylformamide (8 ml), N, N-diisopropylethylamine (0. 18 mi, 1.1 mmol) was added at 25 C. The resulting reaction mixture was stirred for 10 min, then (HATU (498 mg, 1.3 mmol) and 2-(5-methyl-3-(trifluoromethyl)- l H-pyrazoI- l -yl)acetic acid (200 mg, 1 .0 mmol) were added and stirred at 25 C for l h. The reaction was quenched with water ( 10 mL) then extracted twice with ethyl acetate ( 15mL), combined ethyl acetate layer was washed with brine ( 10 mL) and dried over sodium sulphate, concentrated and purified by preparative HPLC to obtain (3-bromophenyl)(methyl)(((2-( l -(2-(5- methyl-3-(trifluoromethyl)- l H-pyrazol- l -yI)acetyl)piperidin-4-yl)thiazol-4-yl)methyl)imino)-6- sulfanone ( 170 mg, 0.3 mmol, 32 % yield).

Reference:
Patent; PI INDUSTRIES LTD.; SHANBHAG, Gajanan; SHARMA, Aditya; RENUGADEVI, G.; PABBA, Jagadish; DENGALE, Rohit Arvind; ROY, Dipankar; S.P., Mohan Kumar; BELKAR, Yogesh Kashiram; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander Guenther Maria; (114 pag.)WO2019/48988; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Brief introduction of 345637-71-0

Some tips on C7H7F3N2O2

The synthetic route of 345637-71-0 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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., Computed Properties of C7H7F3N2O2

To a stirred solution of (5-methyl-3-trifluoromethyl-pyrazol-l-yl)acetic acid (0.0885 g, 0.4255 mmol) in dichloromethane (10 mL) was added oxalylchloride (0.108 g, 0.851 mmol) and drop a of DMF. The reaction mixture was stirred at 45 C for 2 h, and then concentrated under reduced pressure to provide the title compound as a white solid (0.096 g)..H NMR (CDCI3): delta 6.38 (s, 1H), 5.27 (s, 2H), 2.31 (s, 3H).

The synthetic route of 345637-71-0 has been constantly updated, and we look forward to future research findings.

New learning discoveries about 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, its application will become more common.

Application of 345637-71-0,Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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.

Solution A: To a solution of [5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]acetic acid (0.7 g) in dichloromethane (20 ml) at room temperature were added one drop of Nu,Nu-dimethylformamide and, dropwise, oxalyl chloride (0.8 ml). After stirring at room temperature for 2 hours, the solvent was removed and the residue was dissolved again in dichloromethane (10 ml) (solution A).To a solution of l-(2-{3-[2-(piperidin-4-yl)-l,3-thiazol-4-yl]-4,5-dihydro-l,2-oxazol-5- yl}phenyl)ethanone hydrochloride (1.20 g) in dichloromethane (20 ml) was added, at room temperature, diisopropylethylamine (1.60 ml). After 15 minutes, solution A was added dropwise. After stirring at room temperature overnight, water was added to the reaction mixture, which was extracted with ethyl acetate. The organic extracts were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by chromatography. This gave l-(4-{4-[5-(2-acetylphenyl)-4,5-dihydro-l,2- oxazol-3 -yl] – 1 ,3 -thiazol-2-yl}piperidin- 1 -yl)-2- [5 -methyl-3 -(trifluoromethyl)- lH-pyrazol- 1 -yl] ethanone (1.04 g).

Reference:
Patent; BAYER CROPSCIENCE AG; TSUCHIYA, Tomoki; WASNAIRE, Pierre; HOFFMANN, Sebastian; CRISTAU, Pierre; SEITZ, Thomas; KLUTH, Joachim; HILLEBRAND, Stefan; BENTING, Juergen; PORTZ, Daniela; WACHENDORFF-NEUMANN, Ulrike; WO2012/25557; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 345637-71-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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. SDS of cas: 345637-71-0

To a solution of l-[4-(4,5-dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]piperazine hydrochloride (i.e. the product of Example 7, Step E) (200 mg, 0.57 mmol) and 5-methyl-3- (trifluoromethyl)-l.H-pyrazole-l -acetic acid (0.120 g, 0.57 mmol) in dichloromethane (10 mL) at room temperature was added l-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.110 g, 0.57 mmol), triethylamine (0.086 g, 0.85 mmol) and 1-hydroxy- benzotriazole hydrate (0.020 g, 0.14 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with dichloromethane (30 mL), and washed with water (20 mL) and brine (20 mL). The organic layer was dried (Na2SO.;) and concentrated under reduced pressure. The crude residue was purified by column chromatography using 3 % methanol in chloroform as eluant to give 180 mg of the title product, a compound of the present invention as a white solid.1Eta NMR (CDCl3) delta 2.32 (s, 3Eta), 3.29 (m, IH), 3.52 (m, 2H), 3.61 (m, 2H), 3.79-3.72 (m,5H), 4.98 (m, 2H), 5.69 (m,lH), 6.33 (s, IH), 6.93 (s, IH), 7.38-7.28 (m, 5H). Mass spectrum at 505.5 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/13622; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Share a compound : 345637-71-0

Reference of 345637-71-0, 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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-(5-methyl-3-(trifluoromethyl)-l H-pyrazol- l -yl)acetic acid ( 129 mg, 0.6 mmol) in N, N-dimethyformamide ( 5 mL), l -[bis(dimethylamino)methylene]- l H-l ,2,3-triazolo[4,5-b]pyridinium 3- oxid hexafluorophosphate (HATU) (258 mg, 0.7 mmol) and N, N-diisopropylethylamine (0.6 mL, 3.4 mmol) was added. The resulting clear solution was stirred for 10 min at 25 C. N-((2,6- difluorophenyl)(methyl)(o o)-lambda6-sulfanylidene)-2-(piperidin-4-yl)thiazole-4-cai·boxamide (21 8 mg, 0.6 mmol) was added and the resulting yellow solution was stirred for 16 h at 25 C. After completion of the reaction, the reaction mixture was quenched with a brine solution ( 1 50 mL). The reaction mixture was extracted twice with ethyl acetate (50 mL). The ethyl acetate layer was concentrated and the residue was purified using column chromatography using 80% ethyl acetate in hexane as an eluent to obtain N-((2,6- difluorophenyl)(methyl)(oxo)-6-sulfanylidene)-2-( l -(2-(5-methyl-3-(trifluoromethyl)- l H^yl)acetyl)piperidin-4-yl)thiazole-4-carboxamide (26 mg, 0.05 mmol, 8% yield).-NMR (400 MHz, DMSO-d6) delta 8.28 (s, 1 H), 7.80-7.87 (m, 1 H), 7.38 (t, J = 9.0 Hz, 2H), 7.1 8 (t, J = 53.3 Hz, 1 H), 7.04 (t, J = 54.2 Hz, 1 H), 6.92-7.22 (m, 1 H), 5.40 (dd, J = 33.2, 16.6 Hz, 2H), 4.35 (d, J = 13.0 Hz, 1 H), 3.97 (d, J = 13.0 Hz, 1 H), 3.72 (s, 3H), 3.25 (t, J = 1 1 .9 Hz, 1 H), 2.79-2.85 (m, 1 H), 2.08 (s,3H), 1 .78 (dd, J = 28.0, 1 5.0 Hz, 1 H), 1 .50- 1 .59 (m, 1 H)

Sources of common compounds: C7H7F3N2O2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

To a solution of 2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetic acid (2.75 g, 0.013 mol) in N, N-dimethylforamide (22 ml), 1-[bis(dimethylamino)methylene]-1 H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (5.27 g, 0.014 mol), 3-methylsulfanylpiperidine- 4-carbonitrile hydrochloride (2.55 g, 0.013 mol) and triethylamine (5.52 ml, 0.04 mol) at 0C was added and allowed to stirred at room temperature for 3 hrs. After completion of reaction, the reaction mixture was diluted with water extracted with ethyl acetate. The organic layerwas washed with water, brine and dried over sodium sulphate. Organic layer was concentrated to dryness. The residue was washed with diethyl ether afforded 3.5 g of 3-methylsulfanyl-1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]pi peridine-4-carbonitrile.MS: m/z = 347 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; LAMBERTH, Clemens; SULZER-MOSSE, Sarah; CEDERBAUM, Fredrik; UMARYE, Jayant; SONAWANE, Ravindra; WO2013/127808; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics