Category: 129768-28-1

Reference of 129768-28-1,Some common heterocyclic compound, 129768-28-1, name is 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid, molecular formula is C5H3F3N2O2, 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 73SYNTHESIS OF N-(2-CHLOROBENZYL)-N-(2-( 1,1 -DIOXIDOTETRAHYDROTHIOPHEN-3 -YL)ETHYL)-3-(TRIFLUOROMETHYL)- 1H-PYRAz0LE-5-cARB0xAMIDE. To a solution of 3-trifluoro-1H-pyrazole-5-carboxylic acid (0.248 g, 1.377 mmol) and N-(2-chlorobenzyl)-2-(tetrahydro-2H-thiopyran-4-yl)ethanamine (0.372 g, 1.377 mmol) in ACN (5 mL) was added T3P (Propylphosphonic anhydride solution, 50 wt% in ethyl acetate) (0.460 g, 1.466 mmol) and TEA (0.495 g). Then the reaction mixture was stirred at r.t. for 1 day. The resulting reaction mixture was diluted with 30 mL DCM and washed with water 10 mL. The DCM phase was dried with Na2SO4 and evaporated. Preparative HPLC purification provided pure product N-(2- chlorobenzyl)-N-(2-(tetrahydro-2H-thiopyran-4-yl)ethyl)-3 -(trifluoromethyl)- 1 Hpyrazole-5-carboxamide (0.060 g, 0.139 mmol, 10% yield).?H-NMR (Acetone-d6/400 MHz): 7.41 (m, 4H), 6.80 (m, 1H), 4.95 (d, 2H), 3.61 (d, 2H), 2.60 (m, 4H), 1.99 (m, 1H), 1.61 (m, 2H), 1.30 (m, 4H). MS (ES, mlz): 432.4 (M+1, 100.0).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid, its application will become more common.

Reference:
Patent; TOLERO PHARMACEUTICALS, INC.; HO, Koc-Kan; XU, Yong; SAUNDERS, Micheal, David; LIU, Xiaohui; PEARCE, Scott, Albert; WRIGHT, Kevin, Bret; FOULKS, Jason, Marc; PARNELL, Kenneth, Mark; KANNER, Steven, Brian; VOLLMER, David, Lee; LIU, Jihua; WO2014/62838; (2014); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 129768-28-1, 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 129768-28-1 as follows.

General procedure: To a mixture of D-a (100 mg, 0.46 mmol), acid (0.56 mmol), HATU (262 mg, 0.69 mmol) and N, /V-diisopropylethylamine (118 mg, 0.92 mmol) i n N, A’-d i m e th y 1 fo rm am i dc (3 mL) was stirred at 25 C for 2-24 h. The mixture was diluted by the addition of water, followed by General Work-up Procedure 1. The residue was purified by prep-HPLC or flash column chromatography to afford the desired product. The amide bond formation reaction was carried out in a similar fashion as for 184 using 3-(trifluoromcthyl)- l//-pyrazolc-5-carboxylic acid (61 mg, 0.34 mmol, 1.5 eq.) and D-a (50 mg, 0.23 mmol, 1 eq.) as reactants afforded the title compound (trifluoroacetic acid salt, 63 mg, 56%) as an off-white solid: 1H NMR (500 MHz, DMSO-ri6) 14.58 (d, J = 32.8 Hz, 1H), 10.26 (s, 1H), 8.78 (s, 1H), 7.54 (s, 2H), 7.47 (s, 1H), 7.25 (t, J = 7.8 Hz, 1H), 7.03 – 6.97 (m, 1H), 3.52 (s, 3H), 3.22 (h, J = 6.8 Hz, 1H), 3.12 – 3.02 (m, 2H), 1.25 (d, J = 6.9 Hz, 3H); LCMS: C17H17F3N6O requires: 378, found: m/z = 379 [M+H]+.

According to the analysis of related databases, 129768-28-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
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. 129768-28-1, name is 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Formula: C5H3F3N2O2

3-(Trifluoromethyl)-1H-pyrazole-5-carboxylic acid (Intermediate 15) (1.30 g, 7.20 mmol) was dissolved in acetonitrile (20 ml_), CDI (1.40 g, 8.66 mmol) was added portion-wise and the resulting mixture was stirred at room temperature for 2 h. Potassium 3-ethoxy-3-oxopropanoate (Intermediate 16) (1.22 g, 7.20 mmol) and MgCI2(823 mg, 7.20 mmol) were then added and the resulting reaction mixture was stirred at room temperature for 14 h. The mixture was concentrated in-vacuo, the residue was partitioned between H20 (40 ml_) and EtOAc (30 ml_) and the layers were separated. The aqueous layer was further extracted with EtOAc (2 x 30 ml_), the combined organic layers were dried (Na2S04) and the solvent was removed in-vacuo. The crude product was purified by triturating with pentane (decanting off the solvent) and dried under high vacuum to give ethyl 3-oxo-3-(3- (trifluoromethyl)-1H-pyrazol-5-yl)propanoate (1.20 g, 67 %) as a gum.LCMS (System 2, Method E): m/z 249 (M-H) (ESI -ve), at 4.47 min, 241 nm.

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; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles; CONGREVE, Miles; TEOBALD, Barry; FIELDHOUSE, Charlotte; SWAIN, Nigel; PICKWORTH, Mark; BOTTEGONI, Giovanni; (109 pag.)WO2020/79457; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 129768-28-1, These common heterocyclic compound, 129768-28-1, name is 5-(Trifluoromethyl)-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 9. Procedure for the synthesis of 2-(trifluoromethyl)-5-(3-((3- (trifluo (5H)-one (34); Preparation of methyl 3-(trifluoromethyl)-lH-pyrazole-5-carboxylate (32); 3-(Trifluoromethyl)-lH-pyrazole-5-carboxylic acid (31) (1.0 g, 8.33 mmol) was stirred inMeOH (50 mL) at rt. AcCl (1.18 mL, 16.67 mmol) was added dropwise, and the reaction stirred at reflux for 2 hours. The reaction was concentrated in vacuo and partitioned between EtOAc and saturated NaHC03 solution. The organics were dried (Na2S04) and concentrated in vacuo to give methyl 3-(trifluoromethyl)-lH-pyrazole-5-carboxylate (32) (1.0 g, 93%); NMR (300 MHz, CDC13) delta 3.98 (s, 3H), 7.10 (s, 1 H). The product was used without purification.

Statistics shows that 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 129768-28-1.

Reference:
Patent; ZALICUS PHARMACEUTICALS LTD.; PAJOUHESH, Hassan; HOLLAND, Richard; ZHOU, Yuanxi; ZHU, Yongbao; GRIMWOOD, Michael Edward; CHAHAL, Navjot; WO2012/61926; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 129768-28-1, 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. 129768-28-1, name is 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A. Preparation ofN-( cis-4-fluoro-4-( 3-fluoro-5-( trifluoromethyl)phenylsulfonyl) cyclohexyl)-3 -(trifluoromethyl)- lH-pyrazole-5-carboxamide (200)[00296] Cis-4-fluoro-4-(3-fluoro-5-(trifluoromethyl)phenylsulfonyl)cyclohexanamine hydrochloride (124) (500 mg, 1.32 mmol), 3-trifluoromethyl-lH- pyrazole-5-carboxylic acid (199) (238 mg, 1.32 mmol), HATU (668 mg, 1.8 mmol), and TEA (740 mu, 5.3 mmol) were stirred in DCM (15 mL) at room temperature for 16 hours. The reaction was diluted with DCM, washed sequentially with NH4C1 saturated solution and Na2HC03 saturated solution, dried (Na2S04), and concentrated in vacuo. The residue purified by automated flash chromatography (20% EtOAc/PE) to give N-(cis-4-fluoro-4-(3-fluoro-5-(trifluoromethyl)phenylsulfonyl) cyclohexyl)-3- (trifluoromethyl)-lH-pyrazole-5-carboxamide (200) (530 mg, 82%).

The synthetic route of 5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.