Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483197Generated: October 31, 2026

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

https://huagongshe.com/reaction/483197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-aminocrotonateHCID 643918—
Reactant2-(Benzylmethylamino)ethyl acetoacetateHCID 11776829—
Reactant3-CHLORO-2-NITROBENZALDEHYDEHCID 12248972—
SolventIsopropanolHCID 3776—
Product2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(3-chloro-2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateHCID 1032416458.4%

Reaction Steps

A mixture of 556 mg of 3-chloro-2-nitrobenzaldehyde, 362 mg of methyl 3-aminocrotonate and 820 mg of 2-(N-benzyl-N-methylamino)ethyl acetoacetate in 4 ml of 2-propanol was refluxed for 6 hours, and then the solvent was distilled off under reduced pressure. The residue was purified by a method of column chromatography onon silica gel to yield 900 mg of the desired compound (108).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04578395
Source datasetuspto-grants-1986_03
ORD IDord-4eb1fbb977484bebbd11e07c08f53323
Source noteuspto-grants-1986_03