3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester

Base Information

• Chemical Name: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester
• CAS No.: 65515-32-4
• Molecular Formula: C8H8ClNO3
• Molecular Weight: 201.609
• Hs Code.: 2933399090
• European Community (EC) Number: 800-524-7
• DSSTox Substance ID: DTXSID50441722
• Nikkaji Number: J1.403.923F
• Wikidata: Q82258623
• Mol file: 65515-32-4.mol

Synonyms:Methyl 6-chloro-2-methoxypyridine-3-carboxylate;

Chemical Property of 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester

Chemical Property:

• Boiling Point: 262.0±35.0 °C(Predicted)
• PKA: -1.81±0.10(Predicted)
• PSA: 48.42000
• Density: 1.288±0.06 g/cm3(Predicted)
• LogP: 1.53020
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.0192708
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

99%, ^*data from raw suppliers

Methyl6-Chloro-2-methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=N1)Cl)C(=O)OC

Technology Process of 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester

There total 11 articles about 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, 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%

sodium methylate (124-41-4) + methyl 2,6-dichloronicotinate (65515-28-8) → methyl 6-chloro-2-methoxypyridine-3-carboxylate (65515-32-4)

Guidance literature:

In dichloromethane; at -5 - 20 ℃; for 16h;

Reference yield: 91.0%

methanol (67-56-1) + 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → methyl 6-chloro-2-methoxypyridine-3-carboxylate (65515-32-4)

Guidance literature:

methanol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

2,6-dichloropyridine-3-carboxylic acid; In tetrahydrofuran; at 60 ℃; for 2h;

methanol; With thionyl chloride; at 0 ℃; for 3h; Reflux;

DOI:10.1021/acs.jmedchem.1c00010

Reference yield:

ethyl 2,6-dichloronicotinate (58584-86-4) → methyl 6-chloro-2-methoxypyridine-3-carboxylate (65515-32-4)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 48h;

upstream raw materials:

sodium methylate

methyl 2,6-dichloronicotinate

2,6-dichloropyridine-3-carboxylic acid

ethyl 2,6-dichloronicotinate

Downstream raw materials:

2-methoxy-6-(4-methoxy-benzylamino)-nicotinic acid methyl ester

methyl 2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate

(R)-methyl 6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinate

(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

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