5-(4-Chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

Base Information

• Chemical Name: 5-(4-Chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid
• CAS No.: 312922-12-6
• Molecular Formula: C₁₄H₇ClF₃N₃O₂
• Molecular Weight: 341.677
• DSSTox Substance ID: DTXSID601133113
• Mol file: 312922-12-6.mol

Synonyms:5-(4-chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid;SCHEMBL1720125;DTXSID601133113;STK400570;AKOS000556115;SR-01000596990;SR-01000596990-1;312922-12-6

Chemical Property of 5-(4-Chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 341.0178887
• Heavy Atom Count: 23
• Complexity: 457

Purity/Quality:

5-(4-CHLOROPHENYL)-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC3=CC(=NN3C(=C2)C(F)(F)F)C(=O)O)Cl

Technology Process of 5-(4-Chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

There total 2 articles about 5-(4-Chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid 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: 67.0%

C16H11ClF3N3O2 (348146-97-4) → 5-(4-chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (312922-12-6)

Guidance literature:

C₁₆H₁₁ClF₃N₃O₂; With sodium hydroxide; In ethanol; water; at 65 ℃; for 4h;

With hydrogenchloride; at 20 ℃; pH=1;

DOI:10.5012/jkcs.2011.55.4.719

Reference yield:

1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione (18931-60-7) → 5-(4-chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (312922-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 0.25 h / Microwave irradiation

2.1: sodium hydroxide / ethanol; water / 4 h / 65 °C

2.2: 20 °C / pH 1

With sodium hydroxide; In ethanol; water; acetic acid;

DOI:10.5012/jkcs.2011.55.4.719

Reference yield: 93.0%

5-(4-Chloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carbonyl chloride (522600-26-6) + 5-(4-chlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (312922-12-6) + 3-(methylsulfonyl)aniline (35216-39-8) → 5-(4-chloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (3-methanesulfonyl-phenyl)-amide (522599-89-9)

Guidance literature:

In pyridine; acetonitrile;

upstream raw materials:

C₁₆H₁₁ClF₃N₃O₂

1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione

Downstream raw materials:

5-(4-chloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (3-methanesulfonyl-phenyl)-amide