1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one

Base Information

• Chemical Name: 1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one
• CAS No.: 934542-53-7
• Molecular Formula: C₁₇H₁₄BrClN₄O
• Molecular Weight: 405.681
• Mol file: 934542-53-7.mol

Synonyms:1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one

Chemical Property of 1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one

There total 1 articles about 1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one 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: 40.0%

1-benzyl-3,5-dichloro-1H-pyrazin-2-one (87486-35-9) + 3-bromo-5-methylpyridin-2-amine (17282-00-7) → 1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one (934542-53-7)

Guidance literature:

3-bromo-5-methylpyridin-2-amine; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Cooling with ice;

1-benzyl-3,5-dichloro-1H-pyrazin-2-one; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2010.01.095

Reference yield: 96.0%

1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one (934542-53-7) + trimethylsilylacetylene (1066-54-2) → 1-benzyl-5-chloro-3-(5-methyl-3-trimethylsilanyl-ethynyl-pyridin-2-ylamino)-1H-pyrazin-2-one (934542-54-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.095

Reference yield:

1-benzyl-3-(3-bromo-5-methyl-pyridin-2-ylamino)-5-chloro-1H-pyrazin-2-one (934542-53-7) → 5-(3-ethanesulfonyl-phenyl)-3-methyl-9H-dipyrido[2,3-b;4',3'-d]pyrrole-8-carbonitrile

Guidance literature:

Multi-step reaction with 8 steps

1.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 8 h / Inert atmosphere

2.1: bromobenzene / 7 h / 140 °C / Inert atmosphere

3.1: silver tetrafluoroborate / ethanol / 0.17 h / 0 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.33 h / 150 °C / Microwave irradiation; Inert atmosphere

5.1: Reflux

6.1: hydrogen / 10 wt% Pd(OH)2 on carbon / acetic acid / 4 h / 36 °C

7.1: N,N-dimethyl-aniline; trichlorophosphate / 16 h / 108 °C / Inert atmosphere

7.2: Cooling with ice

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 160 °C / Inert atmosphere; Microwave irradiation

With silver tetrafluoroborate; hydrogen; potassium carbonate; N,N-dimethyl-aniline; triethylamine; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; bromobenzene; ethanol; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

1-benzyl-3,5-dichloro-1H-pyrazin-2-one

3-bromo-5-methylpyridin-2-amine

Downstream raw materials:

1-benzyl-5-chloro-3-(5-methyl-3-trimethylsilanyl-ethynyl-pyridin-2-ylamino)-1H-pyrazin-2-one

8-chloro-5-(3-ethanesulfonyl-phenyl)-3-methyl-9H-dipyrido[2,3-b;4',3'-d]pyrrole

7-benzyl-5-iodo-3-methyl-7,9-dihydro-dipyrido[2,3-b;4',3'-d]pyrrol-8-one

7-benzyl-5-(3-ethanesulfonyl-phenyl)-3-methyl-7,9-dihydro-dipyrido[2,3-b;4',3'-d]pyrrol-8-one