Methyl 2,6-dichloro-5-fluoronicotinate

Base Information

• Chemical Name: Methyl 2,6-dichloro-5-fluoronicotinate
• CAS No.: 189281-66-1
• Molecular Formula: C7H4 Cl2 F N O2
• Molecular Weight: 224.019
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50379536
• Wikidata: Q82169388
• Mol file: 189281-66-1.mol

Synonyms:METHYL 2,6-DICHLORO-5-FLUORONICOTINATE;189281-66-1;methyl 2,6-dichloro-5-fluoropyridine-3-carboxylate;3-Pyridinecarboxylic acid, 2,6-dichloro-5-fluoro-, methyl ester;SCHEMBL113592;DTXSID50379536;WADLLLSMEPLCNO-UHFFFAOYSA-N;MFCD02180634;AKOS025116799;AB11445;DS-11956;CS-0081045;FT-0628418;F12539;2,6-dichloro-5-fluoro-nicotinic acid methyl ester;2,6-Dichloro-5-Fluoronicotinic Acid Methyl Ester;A813312;methyl 2,6-dichloro-5-fluoro-3-pyridinecarboxylate;methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate

Chemical Property of Methyl 2,6-dichloro-5-fluoronicotinate

Chemical Property:

• Vapor Pressure: 0.00704mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 269.9°Cat760mmHg
• PKA: -5.43±0.10(Predicted)
• Flash Point: 117.1°C
• PSA: 39.19000
• Density: 1.506g/cm³
• LogP: 2.31410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 222.9603119
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2,6-Dichloro-5-fluoronicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N=C1Cl)Cl)F

Technology Process of Methyl 2,6-dichloro-5-fluoronicotinate

There total 3 articles about Methyl 2,6-dichloro-5-fluoronicotinate 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: 93.8%

methanol (67-56-1) + 2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate (189281-66-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h; Inert atmosphere;

Reference yield:

ethyl 5-amino-1-(6-amino-3,5-difluoropyridin-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (189281-08-1) + Chloro-oxo-acetic acid (4732-69-8) + 2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate (189281-66-1)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate (189281-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C

2: dichloromethane / 1 h / 20 °C

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

upstream raw materials:

ethyl 5-amino-1-(6-amino-3,5-difluoropyridin-2-yl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chloro-oxo-acetic acid

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

methanol

Downstream raw materials:

5-fluoro-6-methylnicotinic acid methyl ester

5-fluoro-6-methylnicotinic acid

Refernces

• 1、 -. "2,3-DIHYDROQUINAZOLIN COMPOUNDS AS NAV1.8 INHIBITORS". Page/Page column 161; 177-179. . Retrieved 2021/01/23.
• 2、 -. "NOVEL NICOTINAMIDE DERIVATIVES OR SALTS THEREOF". Paragraph 0563; 0564. . Retrieved 2018/09/08.