Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate
• CAS No.: 655235-65-7
• Molecular Formula: C8H5ClF3NO2
• Molecular Weight: 239.58
• Hs Code.: 2933399090
• European Community (EC) Number: 841-007-6
• DSSTox Substance ID: DTXSID40381688
• Wikidata: Q72489508
• Mol file: 655235-65-7.mol

Synonyms:655235-65-7;methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate;methyl 3-chloro-5-(trifluoromethyl)picolinate;2-Pyridinecarboxylic acid,3-chloro-5-(trifluoromethyl)-,methyl ester;MFCD01570523;Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate;SCHEMBL4125681;Methyl3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylate;AMY6400;DTXSID40381688;3-Chloro-5-(trifluoromethyl)-2-pyridinecarboxylic acid methyl ester;GEO-03392;AKOS015851581;AS-5715;AC-29098;SY026664;A8880;CS-0044499;FT-0758449;EN300-1700488;J-522166;Methyl 3-chloro-5-(trifluoromethyl)-2-pyridinecarboxylate;2-Pyridinecarboxylic acid,3-chloro-5-(trifluoromethyl)-, methyl ester;Methyl 3-chloro-5-(trifluoromethyl)picolinate, 3-Chloro-2-(methoxycarbonyl)-5-(trifluoromethyl)pyridine;Methyl 3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylate

Chemical Property of Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0126mmHg at 25°C
• Refractive Index: 1.466
• Boiling Point: 260℃
• PKA: -3.33±0.10(Predicted)
• Flash Point: 111℃
• PSA: 39.19000
• Density: 1.443
• LogP: 2.54040
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 238.9960906
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=N1)C(F)(F)F)Cl

Technology Process of Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate

There total 2 articles about Methyl 3-chloro-5-(trifluoromethyl)pyridine-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: 99.0%

methanol (67-56-1) + C9H3ClF3N3 (338956-33-5) → methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate (655235-65-7)

Guidance literature:

C₉H₃ClF₃N₃; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

methanol; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

DOI:10.1055/s-0034-1380572

Reference yield:

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) → methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate (655235-65-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; 1,4-di(diphenylphosphino)-butane; at 85 - 115 ℃; under 22502.3 Torr; Autoclave;

Reference yield:

methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate (655235-65-7) → 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (866775-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; palladium diacetate / 1,4-dioxane / 18 h / 100 °C / Inert atmosphere

2: hydrogenchloride / methanol; water / 1.5 h / 20 °C

3: N-Bromosuccinimide / acetonitrile / 0 - 25 °C

With hydrogenchloride; N-Bromosuccinimide; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; water; acetonitrile;

upstream raw materials:

methanol

C₉H₃ClF₃N₃

carbon monoxide

2,3-dichloro-5-trifluoromethylpyridine

Downstream raw materials:

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

3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester