Category: 128694-63-3

Related Products of 128694-63-3, A common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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 6-(2-amino-5-chlorothiazol-4- yl)-3,4-dihydroquinolin-2(1H)-one (0.100 g, 0.41 mmol) and 1 -methyl-3-(trifluoromethyl)- 1 H-pyrazole-5-carboxylic acid (0.087 g, 0.45 mmol), and pyridine (0.16 m E, 1.96 mmol) in acetonitrile (2.5 mE) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.61 mE, 1.02 mmol). The sealed tube was heated to 1000 C. for 16 hand the precipitation formed. Afier cooling, 1 -methyl-N-(4-(2-oxo-i ,2,3,4-tetrahydroquinolin-6-yl)thi- azol-2-yl)-3-(trifluoromethyl)-i H-pyrazole-5-carboxamide (0.160g, 93%). ?H NMR (400 MHz, DMSO-d): oe 12.97(bs, 1H), 10.20 (s, 1H), 7.74 (m, 1H), 7.71 (m, 1H), 7.59 (s, 1H),6.91 (d, 1H, J=8.0 Hz), 4.23 (s, 3H), 2.93 (t, 2H, J=7.2 Hz),2.48 (partial masked under d-DMSO, m, 2H); MS (ESI):Calcd. for C,8H,4F3N5025: 421, found 422 (M+i).

The synthetic route of 128694-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Synthesis of 1-methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxamide[0230] 1-Methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxylic acid (4.85 g) and dimethylformamide (0.04 g) were dissolved in dichloromethane (80 ml), and a dichloromethane solution (20 ml) of oxalyl chloride (3.33 g) was dropped thereon. The mixture was stirred at room temperature for 1 hour, and then, the solvent was concentrated. The residue was dissolved in dichloromethane (15 ml), and a mixed solution of 28% ammonia water (15.2 g) and dichloromethane (25 ml) was added thereto at 0C. The mixture was stirred at room temperature for 1 hour, and then, the organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was concentrated to obtain crude 1-methyl-3- (trifluoromethyl)-1 H-pyrazole-5-carboxamide (4.29 g).

According to the analysis of related databases, 128694-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; YONETA, Yasushi; ISHIKAWA, Koichi; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; ATAKA, Masashi; SHIBUYA, Katsuhiko; WO2012/25460; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 128694-63-3, A common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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 81B N-((3S,4R)-1-((8-Chloroquinoxalin-6-yl)carbonyl)-3-phenylpiperidin-4-yl)-1-methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxamide To a solution of 1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (0.075 g), a 0.24 M solution of ((3S,4R)-4-amino-3-phenylpiperidin-1-yl)(8-chloroquinoxalin-6-yl)methanone in DMF (1.1 mL), HOBt (0.052 g) and triethylamine (0.11 mL) in DMF (1.0 mL), WSC (0.071 mL) was added at room temperature, and the mixture was stirred for 16 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate/THF. The extract was washed with a saturated aqueous solution of potassium carbonate, water and saturated brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to obtain the title compound (0.10 g). 1H NMR (300 MHz, DMSO-d6) delta 1.57-2.12 (2H, m), 3.34-3.48 (1H, m), 3.51-3.83 (2H, m), 3.87 (3H, s), 3.91-4.10 (1H, m), 4.11-4.46 (1H, m), 4.48-4.76 (1H, m), 7.07-7.45 (6H, m), 8.03 (1H, d, J = 9.6 Hz), 8.13 (1H, brs), 8.46 (1H, d, J = 9.0 Hz), 8.99-9.19 (2H, 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.

Reference:
Patent; Takeda Pharmaceutical Company Limited; ASANO, Yasutomi; KOJIMA, Takuto; KURASAWA, Osamu; WONG, Tzu-Tshin; HIRATA, Yasuhiro; IWAMURA, Naoki; SAITO, Bunnai; TANAKA, Yuta; ARAI Ryosuke; IMAMURA, Shinichi; YONEMORI, Kazuko; MIYAMOTO, Yasufumi; KITAMURA, Shuji; SANO, Osamu; (222 pag.)EP3287441; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 128694-63-3,Some common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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 0.19 g of 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carboxylic acid, 0.15 g of thionyl chloride and 5 mL of hexane was heated to reflux for 2 hours. The reaction mixture was concentrated under reduced pressure to obtain 0.14 g of 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride. To a mixture of 0.22 g of N-(2-aminobenzoyl)-N’-ethoxycarbonylhydrazine and 10 mL of pyridine was added 0.14 g of the resulting 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride, and the mixture was stirred at room temperature for 2 hours. Water was poured into the reaction mixture, and a formed precipitate was collected by filtration to obtain 0.23 g of a compound I-(3). 1H-NMR (DMSO-d6, TMS) delta (ppm): 1.20 (3H, t, J=8 Hz), 4.10 (2H, q, J=8 Hz), 4.19 (3H, s), 7.17 (1H, s), 7.28 (1H, t, J=8 Hz), 7.60 (1H, t, J=8 Hz), 7.79 (1H, d, J=8 Hz), 8.37 (1H, d, J=8 Hz), 9.02 (1H, brs), 10.41 (1H, brs), 11.50 (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-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, its application will become more common.

Reference:
Patent; Natsuhara, Katsuya; Nishimura, Shinya; US2010/137314; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 128694-63-3, The chemical industry reduces the impact on the environment during synthesis 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 309 Production of N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide In the same manner as in Example 259 and using 1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (160 mg, 0.80 mmol), tetrahydrofuran (5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (170 muL, 2.0 mmol), N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (200 mg, 0.62 mmol) and N,N-dimethylacetamide (7 mL) as starting materials, the title compound (240 mg, 76%) was obtained as a white solid. 1H-NMR (DMSO-d6, 300 MHz) delta 0.74-0.86 (4H, m), 1.86-1.97 (1H, m), 2.27 (3H, s), 4.15 (3H, s), 7.05 (1H, d, J=9.6 Hz), 7.13 (1H, dd, J=8.3, 2.6 Hz), 7.30 (1H, d, J=2.6 Hz), 7.37 (1H, d, J=8.3 Hz), 7.49 (1H, s), 7.94 (1H, s), 8.04 (1H, d, J=9.6 Hz), 10.13 (1H, s), 11.08 (1H, s).

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-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Some common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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 C6H5F3N2O2

Reference Example 3A mixture of 0.19 g of 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carboxylic acid, 0.15 g of thionyl chloride and 5 mL of hexane was heated to reflux for 2 hours. The reaction mixture was concentrated under reduced pressure to obtain 0.14 g of 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride. To a mixture of 0.22 g of N-(2-aminobenzoyl)-N’-ethoxycarbonylhydrazine and 10 mL of pyridine was added 0.14 g of the resulting 1-methyl-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride, and the mixture was stirred at room temperature for 2 hours. Water was poured into the reaction mixture, and a formed precipitate was collected by filtration to obtain 0.23 g of a compound I-(3). 1H-NMR (DMSO-d6, TMS) delta(ppm): 1.20 (3H, t, J=8 Hz), 4.10 (2H, q, J=8 Hz), 4.19 (3H, s), 7.17 (1H, s), 7.28 (1H, t, J=8 Hz), 7.60 (1H, t, J=8 Hz), 7.79 (1H, d, J=8 Hz), 8.37 (1H, d, J=8 Hz), 9.02 (1H, brs), 10.41 (1H, brs), 11.50 (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 128694-63-3, its application will become more common.

Reference:
Patent; Natsuhara, Katsuya; Nishimura, Shinya; US2010/99692; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 128694-63-3,Some common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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.

Step 1: l-Methyl-3-(trifluoromethyl)-lH-pyrazol-5-yl] methanol Borane (1M in THF; 9.0 mL, 9.0 mmol) was added to a solution of l-methyl-5- (trifluoromethyl)pyrazole-3-carboxylic acid (350 mg, 1.8 mmol) in THF (10 mL) at rt. The mixture was stirred was stirred for 3 hours. It was then cooled to 0 C and quenched with water. The mixture was extracted with EtOAc (3x) and the combined organic layers were washed with brine, dried over Na2SC>4, filtered, and concentrated. The residue was purified on silica gel to afford [l-methyl-3-(trifluoromethyl)- lH-pyrazol-5-yi]methanol (188 mg; 58%) as a colorless oil. LCMS (FA): m/z = 18l (M+H).

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

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Chemical synthesis of compound 16677. For synthesis of compound 16677, 1-methyl-3-trifluoromethyl-5-pyrazolecarboxylic acid 3 (Scheme 1, FIG. 10) was prepared from commercially available compound 1 as previously described (Schlosser et al., (2002) Eur. J. Org. Chem. 2002(17), 2913-2920). Compound 3 (820 mg, 4.2 mmol) in dichloromethane (10 ml) was treated with oxalyl chloride (2.0 M in CH2Cl2, 8.5 mmol, 4.2 ml) and a catalytic amount of DMF. The reaction mixture was incubated at room temperature for 5 hours. Evaporation of solvent delivered yellow acyl chloride 4 in quantitative yield.

The synthetic route of 128694-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plemper, Richard K.; Snyder, James P.; Sun, Aiming; US2011/160188; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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: 128694-63-3

BB4; 5-(chloromethyl)-l-methyl-3-(trifluoromethyl)-lH-pyrazoleBB4a BB4b BB4Step A: l-Methyl-3-(trifluoromethyl)-lH-pyrazole-5-carboxylic acid BB4a (837 mg, 4.3 mmol) is dissolved in anhydrous tetrahydrofurane (10 mL), then LiAlH4 (2.16 mL of 2.0 M in tetrahydrofurane, 4.3 mmol) is added dropwise and stirred at rt for lh. The mixture is quenched by dropwise addition of IN HC1, then is made basic by addition of saturated NaHC03 and extracted with EtOAc (3x). The organic layers are combined, washed with brine, dried (MgS04), filtered and concentrated to provide (l-methyl-3-(trifluoromethyl)- lH-pyrazol-5-yl)methanol BB4b as a clear oil. 1H NMR (400 MHz, CDC13) delta = 6.46 (s, 1H), 4.69 (d, J = 5.6 Hz, 2H), 3.95 (s, 3H); MS calcd. for C6H8F3N20 ([M+H]+): 181.0, found: 181.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 128694-63-3, its application will become more common.

Synthetic Route of 128694-63-3, A common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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 2 N-[5-(2-chloro-6-fluorophenyl)-1H-pyrazol-3-yl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide [0113] Compound of Preparation 11 (100 mg, 0.19 mmol) and 1-methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxylic acid (91 mg, 0.47 mmol) were dissolved in 1.5 mL DMF. N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride 98% (144 mg, 0.75 mmol) and 1-Hydroxybenzotriazole hydrate (102 mg, 0.75 mmol) were added and the mixture was stirred at room temperature overnight. Ethyl acetate was added and the organic phase was washed with water two times, NaOH 1 N two times, dried over MgSO4 and evaporated under reduced pressure and the residue was purified using the Isolera purification (ethyl acetate – hexane gradient, 0:100 rising to 100:0) to give 35 mg (0.09 mmol, 19%) of the title compound as a white solid. LRMS (m/z): 388 (M+1)+. 1 H NMR (300 MHz, DMSO-d6) d ppm 4.19 (3 H, s), 6.86 (1 H, s), 7.31 – 7.61 (3 H, m), 7.65 (1 H, s), 11.24 (1 H, br. s), 12.97 (1 H, br. s)

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.