(S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate
• CAS No.: 1418307-18-2
• Molecular Formula: C₁₈H₁₇ClN₄O₂
• Molecular Weight: 356.812
• Mol file: 1418307-18-2.mol

Synonyms:(S)-2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)-1-pyrrolidinecarboxylic acid benzyl ester

Chemical Property of (S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

Chemical Property:

• PKA: 3?+-.0.30(Predicted)
• Density: 1.41±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

benzyl(2S)-2-{8-chloroimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

There total 7 articles about (S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-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: 88.0%

benzyl (S)-2-(((3-chloropyrazin-2-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate (1418307-17-1) → (S)-2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)-1-pyrrolidinecarboxylic acid benzyl ester (1418307-18-2)

Guidance literature:

With 1,3-dimethyl-2-imidazolidinone; trichlorophosphate; In acetonitrile; at 0 - 65 ℃;

Reference yield:

C18H19ClN4O3 → (S)-2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)-1-pyrrolidinecarboxylic acid benzyl ester (1418307-18-2)

Guidance literature:

C₁₈H₁₉ClN₄O₃; In acetonitrile; at 5 ℃; for 0.5h;

With trichlorophosphate; In acetonitrile; at 70 ℃; for 20h;

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)-1-pyrrolidinecarboxylic acid benzyl ester (1418307-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.25 h / 0 °C

1.2: 0 - 20 °C

2.1: 1,3-dimethyl-2-imidazolidinone; trichlorophosphate / acetonitrile / 0 - 65 °C

With 1,3-dimethyl-2-imidazolidinone; triethylamine; trichlorophosphate; In dichloromethane; acetonitrile;

upstream raw materials:

benzyl (S)-2-(((3-chloropyrazin-2-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

2-chloro-3-cyanopyrazine

N-Benzyloxycarbonyl-L-proline

2-chloro-3-methylpyrazine

Downstream raw materials:

(S)-benzyl 2-(8-methylimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

benzyl (2S)-2-(1-bromo-8-chloro-imidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

benzyl (2S)-2-(8-amino-1-bromo-imidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

(S)-2-((1-(4-(pyridin-2-ylcarbamoyl)phenyl)-8-amino)imidazole[1,5-a]pyrazin-2-yl)pyrrolidine1-yl-carboxylic acid benzyl ester