methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate
• CAS No.: 1369959-19-2
• Molecular Formula: C₁₆H₁₅Cl₂N₃O₂
• Molecular Weight: 352.22
• Mol file: 1369959-19-2.mol

Synonyms:methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property of methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

There total 1 articles about methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-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: 76.0%

acetoacetic acid methyl ester (105-45-3) + 3-amino-5-methylpyrazole (31230-17-8) + 3,4-dichlorobenzaldehyde (6287-38-3) → methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate (1369959-19-2)

Guidance literature:

With piperidine; In tetrahydrofuran; n-heptane; Heating; Inert atmosphere;

DOI:10.1021/jm201386u

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate (1369959-19-2) → 4-tert-butyl-6-methyl-7-(3,4-dichlorophenyl)-2,5-dimethylpyrazolo[1,5-a]pyrimidine-4,6(7H)-dicarboxylate (1369959-20-5)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm201386u

Reference yield:

methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate (1369959-19-2) → (R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid (1369959-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.1: Chiral cell AD column / ethanol; n-heptane / Inert atmosphere; Resolution of racemate

3.1: lithium hydroxide / tetrahydrofuran; water / 15 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

With dmap; lithium hydroxide; In tetrahydrofuran; ethanol; n-heptane; water;

DOI:10.1021/jm201386u

upstream raw materials:

acetoacetic acid methyl ester

3-amino-5-methylpyrazole

3,4-dichlorobenzaldehyde

Downstream raw materials:

(R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid

((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo-[1,5-a]pyrimidin-6-yl) ((S)-2-(4-fluorophenyl)pyrrolidin-1-yl)methanone

((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

(R)-4-tert-butyl-6-methyl-7-(3 ,4-dichlorophenyl)-2, 5-dimethylpyrazolo[1,5-a]pyrimidine-4,6(7H)-dicarboxylate