methyl 3,6-dibromopyrazine-2-carboxylate

Base Information

• Chemical Name: methyl 3,6-dibromopyrazine-2-carboxylate
• CAS No.: 13301-04-7
• Molecular Formula: C6H4 Br2 N2 O2
• Molecular Weight: 295.918
• Hs Code.: 2933990090
• Mol file: 13301-04-7.mol

Synonyms:Pyrazinecarboxylicacid, 3,6-dibromo-, methyl ester (8CI); 3,6-Dibromopyrazine-2-carboxylic acidmethyl ester

Chemical Property of methyl 3,6-dibromopyrazine-2-carboxylate

Chemical Property:

• Melting Point: 66-68℃
• Refractive Index: 1.594
• Boiling Point: 304.6±37.0 °C(Predicted)
• PKA: -3.85±0.10(Predicted)
• PSA: 52.08000
• Density: 2.024
• LogP: 1.78820
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3,6-dibromopyrazine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3,6-dibromopyrazine-2-carboxylate

There total 4 articles about methyl 3,6-dibromopyrazine-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: 49.0%

methyl 3-amino-6-bromopyrazine-2-carboxylate (6966-01-4) → 3,6-dibromopyrazine-2-carboxylic acid methyl ester (13301-04-7)

Guidance literature:

methyl 3-amino-6-bromopyrazine-2-carboxylate; With hydrogen bromide; bromine; acetic acid; In water; at 0 ℃; for 0.75h;

With sodium nitrite; In water; at 0 ℃; for 0.5h; Product distribution / selectivity;

Reference yield:

Methyl 3-amino-2-pyrazinecarboxylate (16298-03-6) → 3,6-dibromopyrazine-2-carboxylic acid methyl ester (13301-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine; acetic acid / water / 1 h / 25 - 45 °C

2.1: bromine; hydrogen bromide; acetic acid / water / 0.75 h / 0 °C

2.2: 0.5 h / 0 °C

With hydrogen bromide; bromine; acetic acid; In water;

Reference yield:

3-aminopyrazinoic acid (5424-01-1) → 3,6-dibromopyrazine-2-carboxylic acid methyl ester (13301-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid

2: bromine; acetic acid

3: hydrogen bromide; sodium nitrite / water

With sulfuric acid; hydrogen bromide; bromine; acetic acid; sodium nitrite; In water; 3: Sandmeyer reaction;

DOI:10.1016/j.bmcl.2012.01.077

upstream raw materials:

methyl 3-amino-6-bromopyrazine-2-carboxylate

Methyl 3-amino-2-pyrazinecarboxylate

3-aminopyrazinoic acid

Downstream raw materials:

6-bromo-3-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester

3-bromo-6-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester

3,6-dibromo-2-hydroxymethylpyrazine

3,6-dibromopyrazine-2-yl-formaldehyde

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