3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 866775-09-9
• Molecular Formula: C7H7BrN2O2
• Molecular Weight: 231.049
• Hs Code.: 2933399090
• Mol file: 866775-09-9.mol

Synonyms:3-amino-6-bromo-picolinic acid methyl ester;3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;Methyl 3-amino-6-bromopicolinate;

Chemical Property of 3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 353.439°C at 760 mmHg
• PKA: -0.07±0.10(Predicted)
• Flash Point: 167.554°C
• PSA: 65.21000
• Density: 1.662g/cm³
• LogP: 1.79410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99.3% ^*data from raw suppliers

Methyl3-Amino-6-bromopicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 3-amino-6-bromopicolinate is a useful reactant for organic reactions and synthesis.

Technology Process of 3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

There total 2 articles about 3-AMINO-6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 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: 94.0%

methyl 3-aminopicolinate (36052-27-4) → methyl 3-amino-6-bromopyridine-2-carboxylate (866775-09-9)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/acs.jmedchem.1c00179

Reference yield:

3-amino-pyridine-2-carboxylic acid (1462-86-8) → methyl 3-amino-6-bromopyridine-2-carboxylate (866775-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 120 h / Reflux

2: sulfuric acid; bromine / water; acetic acid / 4 h / 10 - 35 °C

With sulfuric acid; bromine; In water; acetic acid;

Reference yield: 98.0%

methyl 3-amino-6-bromopyridine-2-carboxylate (866775-09-9) + N-isopropyl 3-borono-4-fluorobenzamide (874289-49-3) → methyl 3-amino-(6-(2-fluoro-5-isopropylcarbamoyl)phenyl)picolinate (1052714-98-3)

Guidance literature:

With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; water; at 120 ℃; for 1.5h;

upstream raw materials:

methyl 3-aminopicolinate

3-amino-pyridine-2-carboxylic acid

Downstream raw materials:

3-amino-6-bromopyridine-2-carboxylic acid

methyl 3-amino-6-(2,6-difluorophenyl)picolinate

3-amino-6-(2,6-difluorophenyl)picolinic acid

methyl 3-amino-(6-(2-fluoro-5-isopropylcarbamoyl)phenyl)picolinate

Refernces

• 1、 -. "ALLOSTERIC EGFR INHIBITORS AND METHODS OF USE THEREOF". Page/Page column 108-109. . Retrieved 2021/05/21.
• 2、 Khalifa, Muhammad M.,Martorelli Di Genova, Bruno,McAlpine, Sarah G.,Gallego-Lopez, Gina M.,Stevenson, David M.,Rozema, Soren D.,Monaghan, Neil P.,Morris, James C.,Knoll, Laura J.,Golden, Jennifer E.. "Dual-Stage Picolinic Acid-Derived Inhibitors of Toxoplasma gondii". supporting information. p. 2382 - 2388. Retrieved 2020/11/05.