Methyl 3-Bromopyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-Bromopyrazine-2-carboxylate
• CAS No.: 51171-02-9
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.022
• Hs Code.: 2933990090
• European Community (EC) Number: 888-925-3
• DSSTox Substance ID: DTXSID80536650
• Mol file: 51171-02-9.mol

Synonyms:Methyl 3-Bromopyrazine-2-carboxylate;51171-02-9;Methyl 3-Bromo-2-pyrazinecarboxylate;C6H5BrN2O2;MFCD08753935;3-Bromo-pyrazine-2-carboxylic acid Methyl ester;Pyrazinecarboxylic acid, 3-bromo-, methyl ester;3-BROMOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;SCHEMBL1198547;methyl 3-bromopyrazinecarboxylate;DTXSID80536650;CMITUAXQMWSHLL-UHFFFAOYSA-N;BCP03415;CS-D1608;methyl 3-brompyrazine-2-carboxylate;Methyl3-Bromo-2-pyrazinecarboxylate;Methyl3-bromopyrazine-2-carboxylate;methyl 2-bromo-3pyrazine carboxylate;AKOS002666585;methyl 2-bromo-3-pyrazine carboxylate;AM87020;BCP9000913;PB16076;AC-33827;SY021286;TS-03095;METHYL 2-BROMOPYRAZINE-3-CARBOXYLATE;3-bromo-pyrazin-2-carboxylic acid methyl ester;EN300-108537;A847827;J-522162;Z1269220649

Chemical Property of Methyl 3-Bromopyrazine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Melting Point: 44ºC
• Refractive Index: 1.558
• Boiling Point: 264.724 °C at 760 mmHg
• PKA: -2.41±0.10(Predicted)
• Flash Point: 113.902 °C
• PSA: 52.08000
• Density: 1.67 g/cm³
• LogP: 1.02570
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 215.95344
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-bromopyrazine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC=CN=C1Br

Technology Process of Methyl 3-Bromopyrazine-2-carboxylate

There total 3 articles about Methyl 3-Bromopyrazine-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: 63.0%

Methyl 3-amino-2-pyrazinecarboxylate (16298-03-6) → 3-bromo-pyrazine-2-carboxylic acid methyl ester (51171-02-9)

Guidance literature:

With hydrogen bromide; bromine; sodium nitrite; In water; at 0 ℃; for 0.25h;

Reference yield:

3-aminopyrazinoic acid (5424-01-1) → 3-bromo-pyrazine-2-carboxylic acid methyl ester (51171-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 20 °C

2: sodium nitrite; bromine / water / 0 °C

With sulfuric acid; bromine; sodium nitrite; In water;

DOI:10.1021/jm301071h

Reference yield:

→ 3-bromo-pyrazine-2-carboxylic acid methyl ester (51171-02-9)

Guidance literature:

3-Amino-pyrazin-2-carbonsaeure-methylester, HBr-Eg., Br2, Sandmeyer-Rk.;

DOI:10.1021/jm00302a019

upstream raw materials:

Methyl 3-amino-2-pyrazinecarboxylate

3-aminopyrazinoic acid

Downstream raw materials:

C₂₀H₁₅Cl₂N₃O₂

lithium 3-(2-tritylsulfanylethylamino)pyrazine-2-carboxylate

N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-ethoxythieno[2,3-b]pyrazine-6-carboxamide

methyl 3-methoxypyrazine-2-carboxylate

Refernces

• 1、 Duan, Hongliang,Ning, Mengmeng,Chen, Xiaoyan,Zou, Qingan,Zhang, Liming,Feng, Ying,Zhang, Lina,Leng, Ying,Shen, Jianhua. "Design, synthesis, and antidiabetic activity of 4-phenoxynicotinamide and 4-phenoxypyrimidine-5-carboxamide derivatives as potent and orally efficacious TGR5 agonists". supporting information. p. 10475 - 10489. Retrieved 2013/02/22.
• 2、 -. "NEUROPEPTIDE Y4 RECEPTOR AGONISTS". Page/Page column 47. . Retrieved 2008/06/13.