8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine

Base Information

• Chemical Name: 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine
• CAS No.: 1415830-14-6
• Molecular Formula: C₁₄H₁₂ClN₃O₂
• Molecular Weight: 289.721
• Mol file: 1415830-14-6.mol

Synonyms:8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine

Chemical Property of 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine

There total 7 articles about 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-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: 18.0%

2-[(3-chloropyrazin-2-yl)amino]-1-(3,4-dimethoxyphenyl)ethanone (1415830-12-4) → 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine (1415830-14-6)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; In toluene; at 20 ℃; for 69h; Cooling with ice;

DOI:10.1016/j.bmc.2014.09.036

Reference yield:

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone (1835-02-5) → 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine (1415830-14-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium azide / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

2.1: aluminum oxide; sodium tetrahydroborate / diethyl ether / 16 h / 20 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol

4.1: triethylamine / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

5.2: 2 h / -78 - 20 °C

6.1: trifluoroacetic acid; trifluoroacetic anhydride / toluene / 69 h / 20 °C / Cooling with ice

With aluminum oxide; sodium tetrahydroborate; sodium azide; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; palladium 10% on activated carbon; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

1-(3,4-dimethoxyphenyl)ethanone (1131-62-0) → 8-chloro-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine (1415830-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridinium hydrobromide perbromide / chloroform; ethanol / 16 h / 50 °C

2.1: sodium azide / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

3.1: aluminum oxide; sodium tetrahydroborate / diethyl ether / 16 h / 20 °C / Inert atmosphere

4.1: hydrogen / palladium 10% on activated carbon / methanol

5.1: triethylamine / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

6.2: 2 h / -78 - 20 °C

7.1: trifluoroacetic acid; trifluoroacetic anhydride / toluene / 69 h / 20 °C / Cooling with ice

With aluminum oxide; sodium tetrahydroborate; sodium azide; oxalyl dichloride; hydrogen; pyridinium hydrobromide perbromide; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; palladium 10% on activated carbon; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; toluene;

upstream raw materials:

1-(3,4-dimethoxyphenyl)ethanone

2-amino-1-(3,4-dimethoxy-phenyl)-ethanol

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

2-azido-1-(3,4-dimethoxyphenyl)ethanone

Downstream raw materials:

N-[3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazine-8-yl]-4-methyl-benzenesulfonamide