Methyl 4-chloronicotinate

Base Information

• Chemical Name: Methyl 4-chloronicotinate
• CAS No.: 63592-85-8
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90503075
• Wikidata: Q72489345
• Mol file: 63592-85-8.mol

Synonyms:Methyl 4-chloronicotinate;63592-85-8;METHYL 4-CHLOROPYRIDINE-3-CARBOXYLATE;MFCD10568268;Methyl4-chloronicotinate;4-Chloronicotinic acid methyl ester;METHYL 4-CHLORO-3-PYRIDINECARBOXYLATE;methyl 4-chloronicotinoate;SCHEMBL1522544;3-carbomethoxy-4-chloropyridine;3-PYRIDINECARBOXYLIC ACID, 4-CHLORO-, METHYL ESTER;DTXSID90503075;SNZRPPBWRSEVIU-UHFFFAOYSA-N;AKOS006303366;AB56385;AS-5395;2-(Perfluoro-5-methylhexyl)ethylacrylate;SY239623;CS-0107308;FT-0650243;EN300-129742;A834432;J-522335

Chemical Property of Methyl 4-chloronicotinate

Chemical Property:

• Vapor Pressure: 0.078mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 227.371 °C at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 91.311 °C
• PSA: 39.19000
• Density: 1.295 g/cm³
• LogP: 1.52160
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

Methyl4-chloropyridine-3-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=CN=C1)Cl
• Uses: Methyl 4-chloronicotinate, HCl

Technology Process of Methyl 4-chloronicotinate

There total 8 articles about Methyl 4-chloronicotinate 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: 99.16%

4-chloronicotinic acid (10177-29-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 4-chloronicotinate (63592-85-8)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

Reference yield: 98.0%

methanol (67-56-1) + 4-chloronicotinic acid (10177-29-4) → methyl 4-chloronicotinate (63592-85-8)

Guidance literature:

4-chloronicotinic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 0.75h;

methanol; In dichloromethane; at 0 ℃;

Reference yield: 85.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-chloronicotinic acid (10177-29-4) → methyl 4-chloronicotinate (63592-85-8)

Guidance literature:

DOI:10.1021/jm00070a012

upstream raw materials:

diazomethane

4-chloronicotinic acid

methyl iodide

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 4-biphenyl-4-yl>methyl>amino>pyridine-3-carboxylate

4-{Propyl-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-nicotinic acid methyl ester

2-{[2-bromo-4-(trifluoromethyl)phenyl]sulfonyl}-1,3,4,10b-tetrahydropyrido[4',3':3,4]pyrrolo[1,2-a]pyrazin-6(2H)-one

2-{[4-(trifluoromethyl)phenyl]sulfonyl}-1,3,4,10b-tetrahydropyrido[4',3':3,4]pyrrolo[1,2-a]pyrazin-6(2H)-one

Refernces

• 1、 -. "DMAP-thiourea catalyst and preparation method thereof, and high-molecular-weight biodegradable polyester and preparation method thereof". Paragraph 0108-0111. . Retrieved 2021/07/11.
• 2、 -. "BIPHENYL COMPOUND AS CCR2/CCR5 RECEPTOR ANTAGONIST". Paragraph 0160. . Retrieved 2019/11/21.