ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
• CAS No.: 78942-34-4
• Molecular Formula: C₁₇H₁₆N₂O₄
• Molecular Weight: 312.325

Synonyms:ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Chemical Property of ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

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Technology Process of ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

There total 7 articles about ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-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: 85.5%

4-methoxybenzylidenecyanothioacetamide (106763-17-1) + ethyl acetoacetate (141-97-9) → 5-Cyano-6-hydroxy-4-(4-methoxy-phenyl)-2-methyl-nicotinic acid ethyl ester (78942-34-4)

Guidance literature:

With triethylamine; In ethanol; for 3h; Heating;

Reference yield: 75.0%

ethyl 6-amino-4-(4-methoxyphenyl)-5-cyano-2-methyl-4H-pyran-3-carboxylate (89809-76-7) → ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (78942-34-4)

Guidance literature:

With iodine; In ethanol; for 6h; Reflux;

DOI:10.1016/j.bmcl.2016.03.071

Reference yield: 30.0%

ethyl 2-(4-methoxybenzylidene)-3-oxobutanoate (24405-45-6,24405-46-7,15725-26-5) + ethyl 2-cyanoacetate (105-56-6) → ethyl 5-cyano-4-(4-methoxyphenyl)-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (78942-34-4)

Guidance literature:

With ammonium acetate; at 140 - 160 ℃; for 10h;

upstream raw materials:

ethyl 2-(4-methoxybenzylidene)-3-oxobutanoate

ethyl 2-cyanoacetate

ethyl aminocrotonate

3-(4-methoxyphenyl)-2-cyanopropenamide

Downstream raw materials:

5-Acetyl-4-(4-methoxy-phenyl)-2-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

4-(4-Methoxy-phenyl)-5-[5-(4-methoxy-phenyl)-4,5-dihydro-isoxazol-3-yl]-2-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

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

4-(4-Methoxy-phenyl)-2-methyl-6-oxo-5-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

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