(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Base Information

Chemical Name:(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid
CAS No.:1429940-00-0
Molecular Formula:C₁₅H₁₄F₃N₃O₂
Molecular Weight:325.29
Hs Code.:

Synonyms:(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

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Chemical Property of (5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

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Technology Process of (5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

There total 5 articles about (5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[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:

: cis-ethyl 5-(p-tolyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylate

: 1429940-00-0
(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

: 1429940-10-2
(5S,7R)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydroxide / water; ethanol / 16 h / 80 °C

2: Resolution of racemate

With potassium hydroxide; In ethanol; water;
DOI:10.1021/ml400071a

Reference yield:

: 720-94-5
4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione

: 1429940-00-0
(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

: 1429940-10-2
(5S,7R)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / 110 °C

2: sodium tetrahydroborate / ethanol / 3 h / Reflux

3: potassium hydroxide / water; ethanol / 16 h / 80 °C

4: Resolution of racemate

With sodium tetrahydroborate; acetic acid; potassium hydroxide; In ethanol; water;
DOI:10.1021/ml400071a

Reference yield:

: 122-00-9
para-methylacetophenone

: 1429940-00-0
(5R,7S)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

: 1429940-10-2
(5S,7R)-5-p-tolyl-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: acetic acid / 110 °C

3.1: sodium tetrahydroborate / ethanol / 3 h / Reflux

4.1: potassium hydroxide / water; ethanol / 16 h / 80 °C

5.1: Resolution of racemate

With sodium tetrahydroborate; sodium hydride; acetic acid; potassium hydroxide; In tetrahydrofuran; ethanol; water;
DOI:10.1021/ml400071a