5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Base Information

• Chemical Name: 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
• CAS No.: 334500-06-0
• Molecular Formula: C₁₅H₁₀F₃N₃O₂
• Molecular Weight: 321.259

Synonyms:5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Chemical Property of 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

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Technology Process of 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

There total 3 articles about 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-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: 71.0%

5-p-tolyl-7-trifluoromethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (351989-80-5) → 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (334500-06-0)

Guidance literature:

5-p-tolyl-7-trifluoromethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester; 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:

4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione (720-94-5) → 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (334500-06-0)

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:

methyl 5-(p-tolyl)-7-(trifluoromethyl)pyrazolo[1,5-a]-pyrimidine-3-carboxylate (348151-88-2) → 5-(4-methylphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (334500-06-0)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jm500300r

upstream raw materials:

5-p-tolyl-7-trifluoromethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester

4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione

methyl 5-(p-tolyl)-7-(trifluoromethyl)pyrazolo[1,5-a]-pyrimidine-3-carboxylate

Downstream raw materials:

2-({[5-(p-tolyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-3-yl]-carbonyl}amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

C₁₅H₉ClF₃N₃O

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