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

Base Information

• Chemical Name: 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine
• CAS No.: 1036400-57-3
• Molecular Formula: C₁₇H₁₉ClF₃N₃
• Molecular Weight: 357.806
• Mol file: 1036400-57-3.mol

Synonyms:1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

Chemical Property of 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

There total 8 articles about 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine 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: 51.0%

1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (1036398-94-3) → 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine (1036400-57-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 0 - 20 ℃; for 2.16667h;

Reference yield:

2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine (1036396-72-1) → 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine (1036400-57-3)

Guidance literature:

Multi-step reaction with 4 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: hexachloroethane; n-butyllithium / tetrahydrofuran / -78 °C

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

With hydrogenchloride; n-butyllithium; hexachloroethane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1: |Pictet-Spengler Synthesis;

DOI:10.1016/j.bmcl.2013.01.088

Reference yield:

3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine (1036397-19-9) → 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine (1036400-57-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: hexachloroethane; n-butyllithium / tetrahydrofuran / -78 °C

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

With hydrogenchloride; n-butyllithium; hexachloroethane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2013.01.088

upstream raw materials:

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

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

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

Downstream raw materials:

(R)-2'-{1-chloro-3-ethyl-(S)-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl}-N-methyl-2'-phenylacetamide

C₂₆H₂₈ClF₃N₄O