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

Base Information

• Chemical Name: 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
• CAS No.: 1036397-17-7
• Molecular Formula: C₂₂H₂₇F₃IN₃O₂
• Molecular Weight: 549.375
• Mol file: 1036397-17-7.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 8 articles about 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 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: 66.0%

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine (1036397-19-9) + di-tert-butyl dicarbonate (24424-99-5) → 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)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine (1036396-72-1) → 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)

Guidance literature:

Multi-step reaction with 2 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

With N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 1: |Pictet-Spengler Synthesis;

DOI:10.1016/j.bmcl.2013.01.088

Reference yield:

C7H16N2O2 → 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)

Guidance literature:

Multi-step reaction with 7 steps

1.1: thioacetamide / methanol / 0 - 45 °C

1.2: 0 - 80 °C

2.1: iodine; sodium carbonate / 1,4-dioxane; water / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 20 °C

3.2: 100 °C

4.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / -40 °C

5.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0 - 20 °C

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

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

With hydrogenchloride; ethylmagnesium bromide; iodine; sodium hydride; sodium carbonate; thioacetamide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 6.1: |Pictet-Spengler Synthesis;

DOI:10.1016/j.bmcl.2013.01.088

upstream raw materials:

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

di-tert-butyl dicarbonate

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

2-Ethylimidazole

Downstream raw materials:

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

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

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

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