ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate
• CAS No.: 223500-15-0
• Molecular Formula: C₁₃H₁₂F₃N₃O₂
• Molecular Weight: 299.252
• DSSTox Substance ID: DTXSID101157217
• Nikkaji Number: J2.976.404B
• Mol file: 223500-15-0.mol

Synonyms:ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate;223500-15-0;1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester;1-(4-AMINO-PHENYL)-5-TRIFLUOROMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Maybridge1_003928;SCHEMBL5533620;HMS552K12;TQR0363;DTXSID101157217;ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)pyrazole-4-carboxylate;AKOS023116306;CCG-242163;GK 02419;PD121297;CS-0247286;EN300-36295;Z362807380;ethyl 1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylate;ethyl1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate;1-(4-Aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid ethyl ester

Chemical Property of ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 299.08816112
• Heavy Atom Count: 21
• Complexity: 370

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)N)C(F)(F)F

Technology Process of ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

There total 4 articles about ethyl 1-(4-aminophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate 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: 95.0%

ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (175137-35-6) → 1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (223500-15-0)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 18h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield:

4-nitrophenylhydrazine hydrochloride (636-99-7) → 1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (223500-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetic acid / 175 °C / 105011 Torr / Sonication

2: hydrogen / ethanol / 100 °C / 52505.3 Torr

With hydrogen; triethylamine; In ethanol; acetic acid;

DOI:10.1021/jo2009824

Reference yield:

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) → 1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (223500-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetic acid / 175 °C / 105011 Torr / Sonication

2: hydrogen / ethanol / 100 °C / 52505.3 Torr

With hydrogen; triethylamine; In ethanol; acetic acid;

DOI:10.1021/jo2009824

upstream raw materials:

ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate

4-nitrophenylhydrazine hydrochloride