2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine

Base Information

• Chemical Name: 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine
• CAS No.: 1392272-00-2
• Molecular Formula: C₁₇H₁₄ClN₃
• Molecular Weight: 295.771
• Mol file: 1392272-00-2.mol

Synonyms:2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine

Chemical Property of 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine

There total 4 articles about 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine 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: 94.0%

2-amino-5-bromo-3-(4-chlorobenzyl)pyrazine (1392271-95-2) + phenylboronic acid (98-80-6) → 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine (1392272-00-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In ethanol; toluene; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2012.07.041

Reference yield:

4-chloro-benzoyl chloride (122-01-0) → 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine (1392272-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex / tetrahydrofuran / 1 h / 70 °C / Microwave irradiation

1.2: 1 h / 20 °C

2.1: ammonia / water; butan-1-ol / 0.5 h / 150 °C / Microwave irradiation

3.1: hydrazine hydrate / ethylene glycol / 1 h / 100 °C

3.2: 0.5 h / 240 °C

4.1: pyridine; tetra-N-butylammonium tribromide / chloroform / 1 h / 20 °C

5.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / ethanol; toluene / 1 h / Inert atmosphere; Reflux

With pyridine; zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; ammonia; palladium diacetate; tetra-N-butylammonium tribromide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; In tetrahydrofuran; ethanol; chloroform; water; ethylene glycol; toluene; butan-1-ol; 5.1: Suzuki coupling;

DOI:10.1016/j.tetlet.2012.07.041

Reference yield:

(4-chlorophenyl)(3-chloropyrazin-2-yl)methanone (1392271-92-9) → 2-amino-3-(4-chlorobenzyl)-5-phenylpyrazine (1392272-00-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonia / water; butan-1-ol / 0.5 h / 150 °C / Microwave irradiation

2.1: hydrazine hydrate / ethylene glycol / 1 h / 100 °C

2.2: 0.5 h / 240 °C

3.1: pyridine; tetra-N-butylammonium tribromide / chloroform / 1 h / 20 °C

4.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / ethanol; toluene / 1 h / Inert atmosphere; Reflux

With pyridine; ammonia; palladium diacetate; tetra-N-butylammonium tribromide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; In ethanol; chloroform; water; ethylene glycol; toluene; butan-1-ol; 4.1: Suzuki coupling;

DOI:10.1016/j.tetlet.2012.07.041

upstream raw materials:

(4-chlorophenyl)(3-chloropyrazin-2-yl)methanone

(3-aminopyrazin-2-yl)(4-chlorophenyl)methanone

2-amino-5-bromo-3-(4-chlorobenzyl)pyrazine

phenylboronic acid

Downstream raw materials:

2-benzyl-8-(4-chlorobenzyl)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one