Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

Base Information

• Chemical Name: Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate
• CAS No.: 866775-18-0
• Molecular Formula: C8H6BrF3N2O2
• Molecular Weight: 299.047
• Hs Code.: 2933399090
• Mol file: 866775-18-0.mol

Synonyms:Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

Chemical Property of Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

Chemical Property:

• Boiling Point: 356.5±42.0 °C(Predicted)
• PKA: -1.39±0.10(Predicted)
• PSA: 65.21000
• Density: 1.733±0.06 g/cm3(Predicted)
• LogP: 2.81290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-amino-6-bromo-5-(trifluoromethyl)picolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

There total 10 articles about Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate 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: 98.0%

3-amino-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (866775-17-9) → 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (866775-18-0)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 0 - 25 ℃;

Reference yield:

3-nitro-5-trifluoromethylpyridin-2-ol (33252-64-1) → 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (866775-18-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: phosphorus(V) oxybromide / acetonitrile / 20 °C / Reflux

2.1: tetrabutylammomium bromide / toluene / 10 h / Reflux

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 18 h / Inert atmosphere

4.1: hydrogenchloride; water / 24 h / Reflux

5.1: sulfuric acid / 48 h / Reflux

5.2: 20 °C

6.1: bromine; sulfuric acid; acetic acid / water / 20 h / 20 °C

With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide; water; hydrogen; bromine; acetic acid; phosphorus(V) oxybromide; palladium 10% on activated carbon; In water; ethyl acetate; toluene; acetonitrile;

Reference yield:

3-nitro-5-trifluoromethyl-pyridine-2-carbonitrile (866775-16-8) → 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (866775-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 18 h / Inert atmosphere

2.1: hydrogenchloride; water / 24 h / Reflux

3.1: sulfuric acid / 48 h / Reflux

3.2: 20 °C

4.1: bromine; sulfuric acid; acetic acid / water / 20 h / 20 °C

With hydrogenchloride; sulfuric acid; water; hydrogen; bromine; acetic acid; palladium 10% on activated carbon; In water; ethyl acetate;

upstream raw materials:

3-nitro-5-trifluoromethylpyridin-2-ol

3-nitro-5-trifluoromethyl-pyridine-2-carbonitrile

3-amino-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester

3-amino-6-(2,6-difluorophenyl)-5-trifluoromethyl-2-pyridinecarboxylicacid

Downstream raw materials:

3-amino-6-(2,4-dichlorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid methyl ester

3-amino-6-(2,4-dichlorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid

3-amino-6-(4-fluorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid

3-amino-6-(4-fluorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid ((S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl)amide