Methyl 2-bromo-6-(trifluoromethyl)nicotinate

Base Information

• Chemical Name: Methyl 2-bromo-6-(trifluoromethyl)nicotinate
• CAS No.: 144740-56-7
• Molecular Formula: C8H5BrF3NO2
• Molecular Weight: 284.03000
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID60570173
• Nikkaji Number: J2.418.788H
• Wikidata: Q82457538
• Mol file: 144740-56-7.mol

Synonyms:methyl 2-bromo-6-(trifluoromethyl)nicotinate;144740-56-7;3-Pyridinecarboxylic acid, 2-bromo-6-(trifluoromethyl)-, methyl ester;methyl 2-bromo-6-(trifluoromethyl)pyridine-3-carboxylate;MFCD12025861;methyl 2-bromo-6-(trifluoromethyl)-3-pyridinecarboxylate;Methyl2-bromo-6-(trifluoromethyl)nicotinate;SCHEMBL124080;DTXSID60570173;AC4297;AKOS005071803;BD-0273;SY247095;J-521968;2-Bromo-6-trifluoromethyl-nicotinic acid methyl ester;methyl 2-bromo-6-trifluoromethylpyridine-3-carboxylate

Chemical Property of Methyl 2-bromo-6-(trifluoromethyl)nicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 2.64950
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 282.94558
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-bromo-6-(trifluoromethyl)nicotinate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(N=C(C=C1)C(F)(F)F)Br

Technology Process of Methyl 2-bromo-6-(trifluoromethyl)nicotinate

There total 4 articles about Methyl 2-bromo-6-(trifluoromethyl)nicotinate 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: 42.1%

methanol (67-56-1) + 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylic acid (191595-63-8) → methyl 2-bromo-6-(trifluoromethyl)nicotinate (144740-56-7)

Guidance literature:

2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylic acid; With pyridine; phosphorus(V) oxybromide; In chlorobenzene; at 20 - 120 ℃; for 16h;

methanol; In chlorobenzene; for 1h;

Reference yield:

potassium (2Z,4E)-5-cyano-1,1,1-trifluoro-5-methoxycarbonylpenta-2,4-dien-2-olate (1001924-23-7) → methyl 2-bromo-6-(trifluoromethyl)nicotinate (144740-56-7)

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; for 3.5h;

Reference yield:

oxyalyl bromide + 1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid methyl ester (144740-55-6) + Oxalyl bromide (15219-34-8) → methyl 2-bromo-6-(trifluoromethyl)nicotinate (144740-56-7)

Guidance literature:

In N-methyl-acetamide; dichloromethane; ethyl acetate;

upstream raw materials:

potassium (2Z,4E)-5-cyano-1,1,1-trifluoro-5-methoxycarbonylpenta-2,4-dien-2-olate

1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid methyl ester

Oxalyl bromide

methanol

Downstream raw materials:

2-amino-6-trifluoromethylpyridine-3-carboxaldehyde

methyl 6-(trifluoromethyl)pyridine-3-carboxylate

(2-bromo-6-(trifluoromethyl)pyridin-3-yl)methanol

methyl 2-amino-6-(trifluoromethyl)nicotinate

Refernces

• 1、 -. "TRIAZOLOPYRIDINE DERIVATIVES AS HERBICIDES". Page/Page column 55. . Retrieved 2008/06/13.