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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483195Generated: November 2, 2026

Methyl 3-aminocrotonate → 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/483195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-aminocrotonateHCID 643918—
Reactant2-Fluoro-3-nitrobenzaldehydeHCID 10487325—
Reactant2-(Benzylmethylamino)ethyl acetoacetateHCID 11776829—
SolventIsopropanolHCID 3776—
Product2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateHCID 1045854250.7%

Reaction Steps

A mixture of 330 mg of 2-fluoro-3-nitrobenzaldehyde, 252 mg of methyl 3-aminocrotonate and 506 mg of 2-(N-benzyl-N-methylamino)ethyl acetoacetate in 2 ml of 2-propanol was refluxed for 12 hours, and then the solvent was distilled off in vacuo. The residue was purified by the method of a column chromatography on silica gel to provide 492 mg of the desired compound (104).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04578395
Source datasetuspto-grants-1986_03
ORD IDord-ea62279ae4f04ee9af0ad9ccf5f23c39
Source noteuspto-grants-1986_03