Methyl 5-(4-chlorophenyl)nicotinate

Base Information

• Chemical Name: Methyl 5-(4-chlorophenyl)nicotinate
• CAS No.: 893734-71-9
• Molecular Formula: C13H10ClNO2
• Molecular Weight: 247.681
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40602421
• Wikidata: Q82499481
• Mol file: 893734-71-9.mol

Synonyms:Methyl 5-(4-chlorophenyl)nicotinate;893734-71-9;methyl 5-(4-chlorophenyl)pyridine-3-carboxylate;Methyl5-(4-chlorophenyl)nicotinate;SCHEMBL4592444;DTXSID40602421;AQMWNRLTJWPFFL-UHFFFAOYSA-N;MFCD06802185;AKOS004116375;DB-265469;5-(4-Chlorophenyl)nicotinic acid methyl ester;5-(4-Chloro-phenyl)-nicotinic acid methyl ester;J-522402

Chemical Property of Methyl 5-(4-chlorophenyl)nicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 3.18860
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.0400063
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

95+% ^*data from raw suppliers

Methyl5-(4-chlorophenyl)nicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=CC(=C1)C2=CC=C(C=C2)Cl

Technology Process of Methyl 5-(4-chlorophenyl)nicotinate

There total 2 articles about Methyl 5-(4-chlorophenyl)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: 83.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + 4-Chlorophenylboronic acid (1679-18-1) → 5-(4-Chloro-phenyl)-nicotinic acid methyl ester (893734-71-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In methanol; toluene;

DOI:10.1021/acs.jafc.6b00675

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → 5-(4-Chloro-phenyl)-nicotinic acid methyl ester (893734-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 65 °C

2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / methanol; toluene

With bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; sodium carbonate; In methanol; toluene;

DOI:10.1021/acs.jafc.6b00675

Reference yield: 87.0%

5-(4-Chloro-phenyl)-nicotinic acid methyl ester (893734-71-9) → 5-(4-chlorophenyl)nicotinic acid (187999-33-3)

Guidance literature:

With sodium hydroxide; In methanol; at 65 ℃;

DOI:10.1021/acs.jafc.6b00675

upstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

4-Chlorophenylboronic acid

5-bromo-3-pyridinecarboxylic acid

Downstream raw materials:

[5-(4-Chloro-phenyl)-pyridin-3-yl]-methanol

5-(4-chlorophenyl)nicotinic acid

Refernces

• 1、 -. "Phenylpyridine derivatives". Page/Page column 25-26. . Retrieved 2010/11/25.