N-(4-chloro-2-methylphenyl)pyridineamide

Base Information

• Chemical Name: N-(4-chloro-2-methylphenyl)pyridineamide
• CAS No.: 903284-03-7
• Molecular Formula: C₁₃H₁₁ClN₂O
• Molecular Weight: 246.696
• Mol file: 903284-03-7.mol

Synonyms:N-(4-chloro-2-methylphenyl)pyridineamide

Chemical Property of N-(4-chloro-2-methylphenyl)pyridineamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-chloro-2-methylphenyl)pyridineamide

There total 2 articles about N-(4-chloro-2-methylphenyl)pyridineamide 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: 78.0%

2-Picolinic acid (98-98-6) + 4-chloro-2-methylbenzeneamine (95-69-2) → N-(4-chloro-2-methylphenyl)pyridineamide (903284-03-7)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo401830k

Reference yield:

pyridine-2-carbonyl chloride (29745-44-6) + 4-chloro-2-methylbenzeneamine (95-69-2) → N-(4-chloro-2-methylphenyl)pyridineamide (903284-03-7)

Guidance literature:

With N,N-(diisopropyl)aminomethylpolystyrene; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2006.11.081

Reference yield: 82.0%

N-(4-chloro-2-methylphenyl)pyridineamide (903284-03-7) + [bis(acetoxy)iodo]benzene (3240-34-4) → 5-chloro-2-(picolinamido)benzyl acetate

Guidance literature:

With palladium diacetate; In toluene; at 110 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c3ob42196a

upstream raw materials:

pyridine-2-carbonyl chloride

4-chloro-2-methylbenzeneamine

2-Picolinic acid

Downstream raw materials:

pyridine-2-carboxylic acid (2-bromomethyl-4-chloro-phenyl)-amide

pyridine-2-carboxylic acid (4-chloro-2-ethylaminomethyl-phenyl)-amide

ethyl 4-(5-chloro-2-(picolinamido)benzoyl)benzoate

Refernces

• 1、 Wang, Kai,Hou, Jiahao,Zhang, Changjun,Cheng, Ke,Bai, Renren,Xie, Yuanyuan. "Palladium-Catalyzed Picolinamide-Directed Benzylic C(sp3)?H Chalcogenation with Diaryl Disulfides and Diphenyl Diselenide". supporting information. p. 2947 - 2952. Retrieved 2020/06/17.
• 2、 Li, Danyang,Yu, Ming,Zhang, Jitan,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Benzyl Esters via Functionalization of Multiple C-H Bonds by Palladium Catalysis". supporting information. p. 5300 - 5303. Retrieved 2015/11/18.