1H-Pyrazole-5-carboxamide, 1-(3-amino-1,2-benzisoxazol-5-yl)-N-[2-fluoro-4-(1-pyrrolidinylcarbonyl) phenyl]-3-(trifluoromethyl)-

Base Information

• Chemical Name: 1H-Pyrazole-5-carboxamide, 1-(3-amino-1,2-benzisoxazol-5-yl)-N-[2-fluoro-4-(1-pyrrolidinylcarbonyl) phenyl]-3-(trifluoromethyl)-
• CAS No.: 218298-94-3
• Molecular Formula: C23H18F4N6O3
• Molecular Weight: 502.428
• Mol file: 218298-94-3.mol

Synonyms:

Chemical Property of 1H-Pyrazole-5-carboxamide, 1-(3-amino-1,2-benzisoxazol-5-yl)-N-[2-fluoro-4-(1-pyrrolidinylcarbonyl) phenyl]-3-(trifluoromethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrazole-5-carboxamide, 1-(3-amino-1,2-benzisoxazol-5-yl)-N-[2-fluoro-4-(1-pyrrolidinylcarbonyl) phenyl]-3-(trifluoromethyl)-

There total 12 articles about 1H-Pyrazole-5-carboxamide, 1-(3-amino-1,2-benzisoxazol-5-yl)-N-[2-fluoro-4-(1-pyrrolidinylcarbonyl) phenyl]-3-(trifluoromethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(3-cyano-4-fluoro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carboxylic acid [2-fluoro-4-(pyrrolidine-1-carbonyl)-phenyl]-amide (855869-58-8) → 1-(3'-aminobenzisoxazol-5'-yl)-3-trifluoromethyl-5-[2-fluoro-4-(N-pyrrolidinocarbonyl)phenyl-aminocarbonyl]pyrazole (218298-94-3)

Guidance literature:

2-(3-cyano-4-fluoro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carboxylic acid [2-fluoro-4-(pyrrolidine-1-carbonyl)-phenyl]-amide; With acetoxyhydroxamic acid; potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

With hydrogenchloride; In ethanol; at 80 ℃;

DOI:10.1021/jm0497949

Reference yield:

2-fluoro-4-methyl-1-nitrobenzene (446-34-4) → 1-(3'-aminobenzisoxazol-5'-yl)-3-trifluoromethyl-5-[2-fluoro-4-(N-pyrrolidinocarbonyl)phenyl-aminocarbonyl]pyrazole (218298-94-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 82 percent / potassium dichromate; acetic acid; sulfuric acid / 1.5 h / 120 °C

2.1: oxalyl chloride; DMF / CH₂Cl₂ / 5 h / 0 °C

3.1: 24.5 g / triethylamine / CH₂Cl₂ / 48 h / 20 °C

4.1: 55 percent / H₂ / Pd/C / methanol / 0.5 h / 1551.44 Torr

5.1: (dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

6.1: acetoxyhydroxamic acid; potassium tert-butoxide / dimethylformamide / 12 h / 20 °C

6.2: HCl / ethanol / 80 °C

With dmap; potassium dichromate; oxalyl dichloride; acetoxyhydroxamic acid; sulfuric acid; potassium tert-butylate; hydrogen; acetic acid; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0497949

Reference yield:

3-fluoro-4-nitrobenzoyl chloride (157665-51-5) → 1-(3'-aminobenzisoxazol-5'-yl)-3-trifluoromethyl-5-[2-fluoro-4-(N-pyrrolidinocarbonyl)phenyl-aminocarbonyl]pyrazole (218298-94-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 24.5 g / triethylamine / CH₂Cl₂ / 48 h / 20 °C

2.1: 55 percent / H₂ / Pd/C / methanol / 0.5 h / 1551.44 Torr

3.1: (dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

4.1: acetoxyhydroxamic acid; potassium tert-butoxide / dimethylformamide / 12 h / 20 °C

4.2: HCl / ethanol / 80 °C

With dmap; acetoxyhydroxamic acid; potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0497949

upstream raw materials:

2-(3-cyano-4-fluoro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carboxylic acid [2-fluoro-4-(pyrrolidine-1-carbonyl)-phenyl]-amide

2-(3-cyano-4-fluoro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride

1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic Acid

2-fluoro-5-nitrobenzonitrile

Downstream raw materials:

1-(3'-aminobenzisoxazol-5'-yl)-3-trifluoromethyl-5-[2-fluoro-4-(N-pyrrolidinocarbonyl)phenyl-aminocarbonyl]pyrazole trifluoroacetate