methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate

Base Information

• Chemical Name: methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate
• CAS No.: 149651-90-1
• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.272

Synonyms:methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate

Chemical Property of methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate

Chemical Property:

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Technology Process of methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate

There total 3 articles about methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-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: 59.0%

(E)-2-cyano-3-phenylacrylamide (709-79-5,148238-27-1,15795-18-3) + acetoacetic acid methyl ester (105-45-3) → methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate (149651-90-1) + methyl 5-cyano-2-hydroxy-2-methyl-6-oxo-4-phenylpiperidine-3-carboxylate

Guidance literature:

With piperidine; In ethanol; for 1.5h; Heating;

Reference yield: 42.0%

(E)‐2‐cyano‐3‐phenylacryloyl chloride (21675-11-6) + methyl 3-aminocrotonate (14205-39-1) → methyl 3-cyano-6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-5-carboxylate (149651-90-1)

Guidance literature:

With triethylamine; In toluene; Reflux;

DOI:10.1039/d0ob02376k

Reference yield: 22.0%

benzaldehyde (100-52-7) + acetoacetic acid methyl ester (105-45-3) + methyl 2-cyanoacetate (105-34-0) → methyl 5-cyano-6-hydroxy-2-methyl-4-phenylnicotinate (149651-90-1)

Guidance literature:

With ammonium acetate; In methanol; toluene; for 24h; Heating;

DOI:10.1016/j.tetlet.2008.04.027

upstream raw materials:

(E)-2-cyano-3-phenylacrylamide

acetoacetic acid methyl ester

(E)‐2‐cyano‐3‐phenylacryloyl chloride

methyl 3-aminocrotonate

Downstream raw materials:

3-carbamoyl-5-carbomethoxy-6-methyl-2-(propylamino-3'-diethylamino)-4-phenylpyridine

5-Carbamoyl-6-chloro-2-methyl-4-phenyl-nicotinic acid methyl ester

5-carbomethoxy-6-methyl-4-phenyl-2-chloro-3-cyanopyridine

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