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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 621538Generated: October 26, 2026

Ammonia → 3-cyclopropylmethyl 5-[2-(N,N-dimethylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/621538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2-(Dimethylamino)ethyl 3-oxobutanoateHCID 12529170—
ReactantCyclopropylmethyl 2-(3-nitrobenzylidene)acetoacetateHCID 53956239—
SolventEthanolHCID 702—
Product3-cyclopropylmethyl 5-[2-(N,N-dimethylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylateHCID 1410009242.3%

Reaction Steps

A mixture of 13.0 g (75 mmol) of 2-(N,N-dimethylamino)ethyl acetoacetate, 21.7 g (75 mmol) of cyclopropylmethyl 2-(3-nitrobenzylidene)-acetoacetate, 6.0 ml of 28% aqueous ammonia and 70 ml of ethanol was stirred at the reflux temperature for 7 hours, and then the solvent was removed under reduced pressure. The residue was chromatographed on silica gel column and crystallized from ethyl ether to afford 3-cyclopropylmethyl 5-[2-(N,N-dimethylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (14.1 g, 42.3%) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04824855
Source datasetuspto-grants-1989_04
ORD IDord-d1d330aa5135410dae686dc7f283cdd0
Source noteuspto-grants-1989_04