Methyl 6-amino-3,5-dibromopicolinate

Base Information

• Chemical Name: Methyl 6-amino-3,5-dibromopicolinate
• CAS No.: 443956-21-6
• Molecular Formula: C7H6Br2N2O2
• Molecular Weight: 309.94300
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40440880
• Wikidata: Q72486890
• Mol file: 443956-21-6.mol

Synonyms:Methyl 6-amino-3,5-dibromopicolinate;443956-21-6;methyl 6-amino-3,5-dibromopyridine-2-carboxylate;6-Amino-3,5-dibromo-pyridine-2-carboxylic acid methyl ester;MFCD13195771;2-Pyridinecarboxylic acid, 6-amino-3,5-dibromo-, methyl ester;Methyl6-Amino-3,5-dibromopicolinate;SCHEMBL2013864;DTXSID40440880;RLNKFHZYSZFLTL-UHFFFAOYSA-N;AKOS015854610;CS-W000757;SB37211;AC-29617;DS-18198;SY039107;AM20051183;Y10354

Chemical Property of Methyl 6-amino-3,5-dibromopicolinate

Chemical Property:

• PSA: 65.21000
• Density: 1.997
• LogP: 2.55660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 309.87755
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 6-Amino-3,5-dibromopyridine-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(=C(C=C1Br)Br)N
• Uses: Methyl 6-Amino-3,5-dibromopyridine-2-carboxylate is used as a reagent in the synthesis of imidazopyridines as Syk inhibitors. Also used as a reagent in the synthesis of quinoline, quinoxaline and naphthyridine derivatives as antibacterial agents.

Technology Process of Methyl 6-amino-3,5-dibromopicolinate

There total 3 articles about Methyl 6-amino-3,5-dibromopicolinate 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: 19.0%

methyl 6-aminopyridine-2-carboxylate (36052-26-3) → methyl 6-amino-3,5-dibromopicolinate (443956-21-6) + methyl 6-amino-3-bromo-pyridine-2-carboxylate (178876-83-0) + 6-amino-5-bromo-pyridine-2-carboxylic acid methyl ester (178876-82-9)

Guidance literature:

With bromine; In chloroform; at 20 ℃;

Reference yield:

6-aminopicolinic acid (23628-31-1) → methyl 6-amino-3,5-dibromopicolinate (443956-21-6) + methyl 6-amino-3-bromo-pyridine-2-carboxylate (178876-83-0) + 6-amino-5-bromo-pyridine-2-carboxylic acid methyl ester (178876-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Reflux

2: bromine / chloroform / 20 °C

With sulfuric acid; bromine; In chloroform;

Reference yield:

methyl 6-amino-3-bromo-pyridine-2-carboxylate (178876-83-0) → methyl 6-amino-3,5-dibromopicolinate (443956-21-6)

Guidance literature:

With bromine; In chloroform; for 18h;

upstream raw materials:

methyl 6-amino-3-bromo-pyridine-2-carboxylate

6-aminopicolinic acid

methyl 6-aminopyridine-2-carboxylate

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