N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide

Base Information

• Chemical Name: N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide
• CAS No.: 1161205-04-4
• Molecular Formula: C13H11ClN2O2
• Molecular Weight: 262.696
• Mol file: 1161205-04-4.mol

Synonyms:N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide;VU 0361737

Chemical Property of N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide

Chemical Property:

• PSA: 54.71000
• LogP: 3.37990
• Storage Temp.: Store at RT
• Solubility.: DMSO: soluble15mg/mL (clear solution)

Purity/Quality:

98% ^*data from raw suppliers

VU 0361737 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: VU0361737 is an mGluR4-specific positive allosteric modulator (PAM).

Technology Process of N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide

There total 2 articles about N-(4-Chloro-3-methoxyphenyl)-2-pyridinecarboxamide 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: 63.0%

2-iodopyridine (5029-67-4) + dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 2-chloro-5-nitroanisole (1009-36-5) → N-(4-chloro-3-methoxyphenyl)-2-pyridinecarboxamide (1161205-04-4)

Guidance literature:

With chloro-trimethyl-silane; (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; zinc; In N,N-dimethyl-formamide; at 120 ℃; for 16h;

DOI:10.1039/c7sc03950f

Reference yield: 53.0%

2-Picolinic acid (98-98-6) + 4-chloro-m-anisidine (13726-14-2) → N-(4-chloro-3-methoxyphenyl)-2-pyridinecarboxamide (1161205-04-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20 - 50 ℃;

DOI:10.1016/j.bmc.2013.07.046

upstream raw materials:

2-Picolinic acid

4-chloro-m-anisidine

2-iodopyridine

dicobalt octacarbonyl

Refernces

• 1、 Zhang, Zhaoda,Kil, Kun-Eek,Poutiainen, Pekka,Choi, Ji-Kyung,Kang, Hye-Jin,Huang, Xi-Ping,Roth, Bryan L.,Brownell, Anna-Liisa. "Re-exploring the N-phenylpicolinamide derivatives to develop mGlu4 ligands with improved affinity and in vitro microsomal stability". supporting information. p. 3956 - 3960. Retrieved 2015/08/24.
• 2、 Engers, Darren W.,Niswender, Colleen M.,Weaver, C. David,Jadhav, Satyawan,Menon, Usha N.,Zamorano, Rocio,Conn, P. Jeffrey,Lindsley, Craig W.,Hopkins, Corey R.. "Synthesis and evaluation of a series of heterobiarylamides that are centrally penetrant metabotropic glutamate receptor 4 (mGluR4) positive allosteric modulators (PAMs)". supporting information; experimental part. p. 4115 - 4118. Retrieved 2010/01/16.