3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine

Base Information

• Chemical Name: 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine
• CAS No.: 1436383-97-9
• Molecular Formula: C₁₅H₁₅BrN₄O₂S
• Molecular Weight: 395.28
• Mol file: 1436383-97-9.mol

Synonyms:3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine

Chemical Property of 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine

There total 2 articles about 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine 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: 30.0%

3-bromo-8-chloro-2-methyl-imidazo[1,2-a]pyrazine (1124321-36-3) + 1-[3-(methylsulfonyl)phenyl]methanamine (771573-22-9) → 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine (1436383-97-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 2-methyl-propan-1-ol; at 108 ℃; for 16h;

DOI:10.1021/ml400095m

Reference yield:

8-chloro-2-methyl-imidazo[1,2-a]pyrazine (85333-43-3) → 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine (1436383-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / dichloromethane / 2.5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / 2-methyl-propan-1-ol / 16 h / 108 °C

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 2-methyl-propan-1-ol;

DOI:10.1021/ml400095m

Reference yield: 46.0%

(3-fluoro-4-hydroxy-phenyl)boronic acid (182344-14-5) + 3-bromo-2-methyl-N-[(3-methylsulfonylphenyl)methyl]imidazo[1,2-a]pyrazin-8-amine (1436383-97-9) → 2-fluoro-4-[2-methyl-8-[(3-methylsulfonylphenyl)methylamino]imidazo[1,2-a]pyrazin-3-yl]phenol (1436383-95-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In water; N,N-dimethyl-formamide; at 90 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/ml400095m

upstream raw materials:

8-chloro-2-methyl-imidazo[1,2-a]pyrazine

3-bromo-8-chloro-2-methyl-imidazo[1,2-a]pyrazine

1-[3-(methylsulfonyl)phenyl]methanamine

Downstream raw materials:

4-[2-methyl-8-[(3-methylsulfonylphenyl)methylamino]imidazo[1,2-a]pyrazin-3-yl]phenol

2-fluoro-4-[2-methyl-8-[(3-methylsulfonylphenyl)methylamino]imidazo[1,2-a]pyrazin-3-yl]phenol