ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

Base Information

Chemical Name:ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate
CAS No.:154308-24-4
Molecular Formula:C₂₄H₂₀N₂O₄
Molecular Weight:400.434
Hs Code.:

Synonyms:ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

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Chemical Property of ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

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Technology Process of ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

There total 6 articles about ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-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: 80.0%

: 154308-21-1
ethyl 1-benzyl-4-hydroxy-2-oxo-6-(2-quinolinyl)-1,2,5,6-tetrahydropyridine-3-carboxylate

: 154308-24-4
ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 1.5h; Heating;
DOI:10.1002/jhet.5570300311

Reference yield:

: 96057-59-9
ethyl 3-oxo-3-(quinolin-2-yl)propanoate

: 154308-24-4
ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: formic acid / benzene / Heating

2: H₂, NaBH₄ / 10percent Pd/C / methanol / 18 h / 735.5 Torr

3: 79 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 0.5 h / Ambient temperature

4: EtONa / ethanol / 3 h / Ambient temperature

5: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 1.5 h / Heating

With sodium tetrahydroborate; formic acid; hydrogen; sodium ethanolate; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; benzene;
DOI:10.1002/jhet.5570300311

Reference yield:

: 3-[(Z)-Benzylimino]-3-quinolin-2-yl-propionic acid ethyl ester

: 154308-24-4
ethyl 1-benzyl-1,2-dihydro-4-hydroxy-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: H₂, NaBH₄ / 10percent Pd/C / methanol / 18 h / 735.5 Torr

2: 79 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 0.5 h / Ambient temperature

3: EtONa / ethanol / 3 h / Ambient temperature

4: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 1.5 h / Heating

With sodium tetrahydroborate; hydrogen; sodium ethanolate; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane;
DOI:10.1002/jhet.5570300311