5-Acetyl-2-chloropyrazine

Base Information

• Chemical Name: 5-Acetyl-2-chloropyrazine
• CAS No.: 160252-31-3
• Molecular Formula: C6H5ClN2O
• Molecular Weight: 156.572
• Hs Code.: 2933990090
• Mol file: 160252-31-3.mol

Synonyms:1-(5-Chloropyrazin-2-yl)ethanone;

Chemical Property of 5-Acetyl-2-chloropyrazine

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 259.52 °C at 760 mmHg
• PKA: -3.33±0.10(Predicted)
• Flash Point: 110.754 °C
• PSA: 42.85000
• Density: 1.312 g/cm³
• LogP: 1.33260
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

5-Acetyl-2-chloropyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Acetyl-2-chloropyrazine is used in the preparation of 5,7-disubstituted-4-aminopyrido[2,3-d]pyrimidines as adenosine kinase inhibitors.

Technology Process of 5-Acetyl-2-chloropyrazine

There total 5 articles about 5-Acetyl-2-chloropyrazine 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:

5-chloro-N-methoxy-N-methylpyrazine-2-carboxamide + methylmagnesium bromide (75-16-1) → 1-(5-chloropyrazin-2-yl)ethan-1-one (160252-31-3)

Guidance literature:

In tetrahydrofuran; hexane; at -10 - 20 ℃;

Reference yield:

2-(5-chloro-pyrazine-2-carbonyl)-malonic acid dimethyl ester → 1-(5-chloropyrazin-2-yl)ethan-1-one (160252-31-3)

Guidance literature:

With water; In dimethyl sulfoxide; at 160 ℃; for 1.5h;

DOI:10.1016/j.bmc.2005.03.023

Reference yield:

5-chloropyrazine-2-carbonyl chloride (88625-23-4) → 1-(5-chloropyrazin-2-yl)ethan-1-one (160252-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MgCl₂; Et₃N / toluene / 1 h / 20 °C

1.2: toluene / 2 h

2.1: H₂O / dimethylsulfoxide / 1.5 h / 160 °C

With water; triethylamine; magnesium chloride; In dimethyl sulfoxide; toluene;

DOI:10.1016/j.bmc.2005.03.023

upstream raw materials:

5-chloropyrazine-2-carbonyl chloride

5-hydroxypyrazinoic acid

methylmagnesium bromide

5-chloropyrazinoic acid

Downstream raw materials:

1-(5-(4-(trifluoromethyl)phenylamino)pyrazin-2-yl)ethanone

2-amino-4-(3-bromophenyl)-6-[2-(4-morpholinyl)-2-pyrazinyl]nicotinonitrile

Refernces

• 1、 Matulenko, Mark A.,Lee, Chih-Hung,Jiang, Meiqun,Frey, Robin R.,Cowart, Marlon D.,Bayburt, Erol K.,DiDomenico Jr., Stanley,Gfesser, Gregory A.,Gomtsyan, Arthur,Guo, Zhu Zheng,McKie, Jeffery A.,Stewart, Andrew O.,Yu, Haixia,Kohlhaas, Kathy L.,Alexander, Karen M.,McGaraughty, Steve,Wismer, Carol T.,Mikusa, Joseph,Marsh, Kennan C.,Snyder, Ronald D.,Diehl, Marilyn S.,Kowaluk, Elizabeth A.,Jarvis, Michael F.,Bhagwat, Shripad S.. "5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d] pyrimidin-4-ylamine: Structure-activity relationships of 7-substituted heteroaryl analogs as non-nucleoside adenosine kinase inhibitors". . p. 3705 - 3720. Retrieved 2007/10/03.