3-Pyridinecarboxylic acid, 6-chloro-5-formyl-1,4-dihydro-2-methyl-4-phenyl-, methyl ester

Base Information

• Chemical Name: 3-Pyridinecarboxylic acid, 6-chloro-5-formyl-1,4-dihydro-2-methyl-4-phenyl-, methyl ester
• CAS No.: 177763-75-6
• Molecular Formula: C15H14ClNO3
• Molecular Weight: 291.734
• Mol file: 177763-75-6.mol

Synonyms:

Chemical Property of 3-Pyridinecarboxylic acid, 6-chloro-5-formyl-1,4-dihydro-2-methyl-4-phenyl-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Pyridinecarboxylic acid, 6-chloro-5-formyl-1,4-dihydro-2-methyl-4-phenyl-, methyl ester

There total 2 articles about 3-Pyridinecarboxylic acid, 6-chloro-5-formyl-1,4-dihydro-2-methyl-4-phenyl-, 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: 83.0%

2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester (130734-36-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → Methyl 6-chloro-5-formyl-2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylate (177763-75-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 5 ℃;

2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester; In chloroform; at 30 ℃; for 0.25h; Sonication;

With water; sodium acetate; In chloroform; at 20 ℃; for 0.166667h; Sonication;

DOI:10.1016/j.ultsonch.2011.07.003

Reference yield:

2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester (130734-36-0) → Methyl 6-chloro-5-formyl-2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylate (177763-75-6)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; In chloroform; at 20 ℃; for 0.5h;

2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester; In dichloromethane; chloroform; at 20 ℃; for 16h;

Reference yield: 73.0%

thiourea (17356-08-0) + Methyl 6-chloro-5-formyl-2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylate (177763-75-6) → 6-methoxycarbonyl-7-methyl-5-phenyl-5,8-dihydro-2H-pyrido[3,2-e][1,3]thiazin-2-iminium chloride

Guidance literature:

In ethanol; for 0.5h; Heating;

DOI:10.1016/j.tet.2005.11.054

upstream raw materials:

2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

N,N-dimethyl-formamide

Downstream raw materials:

2-benzoyl-6-methyl-4-phenyl-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid methyl ester

Refernces

• 1、 -. "USE OF 4, 7-DIHYDROTHIENO [2, 3-B] PYRIDINE COMPOUNDS IN THE TREATMENT OF CARDIOVASCULAR DISEASES". Page/Page column 67. . Retrieved 2008/06/13.
• 2、 Verdecia, Yamila,Suarez, Margarita,Morales, Alhmed,Rodriguez, Elena,Ochoa, Estael,Gonzalez, Leandro,Martin, Nazario,Quinteiro, Margarita,Seoane, Carlos,Soto, Jose L.. "Synthesis of methyl 4-aryl-6-methyl-4,7-dihydro-1H-pyrazolo-[3,4-b]pyridine-5-carboxylates from methyl 4-aryl-6-methyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylates". . p. 947 - 951. Retrieved 2007/10/03.