ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate
• CAS No.: 78942-26-4
• Molecular Formula: C₁₆H₁₃ClN₂O₂
• Molecular Weight: 300.744
• Mol file: 78942-26-4.mol

Synonyms:ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate

Chemical Property of ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate

There total 3 articles about ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate 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: 92.0%

5-cyano-2-methyl-6-oxo-4-phenyl-1,6?dihydropyridine-3-carboxylic acid ethyl ester (78942-35-5) → ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate (78942-26-4)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; Reflux;

DOI:10.1007/s40199-021-00406-8

Reference yield: 64.0%

2-amino-3-cyano-5-(ethoxycarbonyl)-6-methyl-4-phenylpyridine (94640-20-7) → ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate (78942-26-4)

Guidance literature:

With copper dichloride; isopentyl nitrite; In acetonitrile; at 65 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0030-1258149

Reference yield:

ethyl 2-benzylidene acetoacetate (620-80-4) → ethyl 6-chloro-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate (78942-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / ammonium acetate / 10 h / 140 - 160 °C

2: 80 percent / POCl₃ / other 4-aryl-5-carbethoxy-3-cyano-6-methyl-2(1H)-pyridones

With ammonium acetate; trichlorophosphate;

upstream raw materials:

5-cyano-2-methyl-6-oxo-4-phenyl-1,6?dihydropyridine-3-carboxylic acid ethyl ester

ethyl 2-benzylidene acetoacetate

2-amino-3-cyano-5-(ethoxycarbonyl)-6-methyl-4-phenylpyridine

Downstream raw materials:

5-Cyano-6-(4-methoxy-phenylamino)-2-methyl-4-phenyl-nicotinic acid ethyl ester

ethyl 5-cyano-2-methyl-4-phenyl-6-(phenylamino)pyridine-3-carboxylate

ethyl 5-cyano-2-methyl-4-phenylpyridine-3-carboxylate