tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate

Base Information

• Chemical Name: tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate
• CAS No.: 343246-52-6
• Molecular Formula: C₁₉H₂₁Cl₂N₃O₃
• Molecular Weight: 410.3
• Mol file: 343246-52-6.mol

Synonyms:tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate

Chemical Property of tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-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 tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate

There total 1 articles about tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-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: 39.0%

tert-butyl 4-methoxy-3-oxobutanoate (74530-59-9) + 3(5)-aminopyrazole (1225387-53-0) + 3,4-dichlorobenzaldehyde (6287-38-3) → tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate (343246-52-6)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 65 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jm201386u

Reference yield: 99.0%

tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate (343246-52-6) → 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid (343246-71-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In hexane; dichloromethane;

DOI:10.1016/j.bmcl.2009.07.083

Reference yield:

tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate (343246-52-6) → ((R)-7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone (1369958-89-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 14 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1021/jm201386u

upstream raw materials:

tert-butyl 4-methoxy-3-oxobutanoate

3⁽⁵⁾-aminopyrazole

3,4-dichlorobenzaldehyde

Downstream raw materials:

7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid

(S)-tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate

(R)-tert-butyl 7-(3,4-dichlorophenyl)-5-(methoxymethyl)-4,7-dihydropyrazolo[1,5-a]-pyrimidine-6-carboxylate

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