3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester

Base Information

• Chemical Name: 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester
• CAS No.: 1036400-51-7
• Molecular Formula: C₂₃H₂₈F₃N₃O₄
• Molecular Weight: 467.488
• Mol file: 1036400-51-7.mol

Synonyms:3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester

Chemical Property of 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester

There total 9 articles about 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester 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: 82.0%

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (1036397-17-7) + carbon dioxide (124-38-9,18923-20-1) → 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester (1036400-51-7)

Guidance literature:

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester; With ethylmagnesium bromide; In tetrahydrofuran; at -30 - 20 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -35 ℃; for 2h;

With water; In tetrahydrofuran; ethyl acetate; at -35 - 20 ℃;

Reference yield: 82.0%

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (1036397-17-7) + carbon monoxide (201230-82-2) → 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester (1036400-51-7)

Guidance literature:

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -30 - 20 ℃;

DOI:10.1016/j.bmcl.2013.01.088

Reference yield:

2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine (1036396-72-1) → 3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylic acid 7-tert-butyl ester (1036400-51-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / 0.17 h / 140 °C / 4500.45 Torr / Microwave irradiation

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / -30 - 20 °C

With ethylmagnesium bromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: |Pictet-Spengler Synthesis;

DOI:10.1016/j.bmcl.2013.01.088

upstream raw materials:

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester

carbon dioxide

2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine

Downstream raw materials:

3-ethyl-1-methylcarbamoyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester

C₂₅H₃₃F₃N₄O₃

C₁₈H₂₁F₃N₄O

3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxylic acid methylamide