Methyl 5-chloropyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-chloropyrazine-2-carboxylate
• CAS No.: 33332-25-1
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.571
• Hs Code.: 2933990090
• Mol file: 33332-25-1.mol

Synonyms:Pyrazinecarboxylicacid, 5-chloro-, methyl ester (8CI,9CI);5-Chloropyrazine-2-carboxylic acidmethyl ester;Methyl 2-chloropyrazin-5-ylcarboxylate;Methyl-5-chloro-2-pyrazinecarboxylate;

Chemical Property of Methyl 5-chloropyrazine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.018mmHg at 25°C
• Melting Point: 89-90 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.525
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: -4.54±0.10(Predicted)
• Flash Point: 100.6 °C
• PSA: 52.08000
• Density: 1.372 g/cm₃
• LogP: 0.91660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-methoxycarbonyl pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-chloropyrazine-2-carboxylate

There total 20 articles about Methyl 5-chloropyrazine-2-carboxylate 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: 100.0%

5-chloropyrazinoic acid (36070-80-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 5-chloropyrazine-2-carboxylate (33332-25-1)

Guidance literature:

In methanol; diethyl ether; for 0.5h;

Reference yield: 81.0%

5-hydroxy-pyrazine-2-carboxylic acid methyl ester (13924-95-3) → methyl 5-chloropyrazine-2-carboxylate (33332-25-1)

Guidance literature:

5-hydroxy-pyrazine-2-carboxylic acid methyl ester; With trichlorophosphate; N,N-dimethyl-formamide; In chloroform; for 2h; Reflux; Inert atmosphere;

With sodium hydrogencarbonate; In chloroform; water;

Reference yield: 81.0%

methanol (67-56-1) + 5-chloropyrazinoic acid (36070-80-1) → methyl 5-chloropyrazine-2-carboxylate (33332-25-1)

Guidance literature:

5-chloropyrazinoic acid; With thionyl chloride; at 80 ℃; for 2h;

methanol; at 50 ℃; for 2h;

DOI:10.1021/acs.jmedchem.5b00678

upstream raw materials:

methyl 4,5-dihydro-5-oxo-2-pyrazinecarboxylate

methanol

5-chloropyrazinoic acid

methylester of pyrazinecarboxylic acid 4-oxide

Downstream raw materials:

methyl 5-morpholinopyrazine-2-carboxylate

5,6-dihydroxy-2-pyrazinecarboxylic acid

5-(4-trifluoromethyl-phenyl)-pyrazine-2-carboxylic acid methyl ester

methyl 5-phenylpyrazine-2-carboxylate

Refernces

• 1、 Zhang, Yong-Kang,Plattner, Jacob J.,Easom, Eric E.,Jacobs, Robert T.,Guo, Denghui,Freund, Yvonne R.,Berry, Pamela,Ciaravino, Vic,Erve, John C. L.,Rosenthal, Philip J.,Campo, Brice,Gamo, Francisco-Javier,Sanz, Laura M.,Cao, Jianxin. "Benzoxaborole Antimalarial Agents. Part 5. Lead Optimization of Novel Amide Pyrazinyloxy Benzoxaboroles and Identification of a Preclinical Candidate". . p. 5889 - 5908. Retrieved 2017/07/22.
• 2、 Markad, Shankar D.,Kaur, Parvinder,Kishore Reddy,Chinnapattu, Murugan,Raichurkar, Anandkumar,Nandishaiah, Radha,Panda, Manoranjan,Iyer, Pravin S.. "Novel lead generation of an anti-tuberculosis agent active against non-replicating mycobacteria: Exploring hybridization of pyrazinamide with multiple fragments". . p. 2986 - 2992. Retrieved 2015/03/14.