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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467123Generated: October 25, 2026

Ethanol → 5-Isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-3-methoxyethoxycarbonyl-4-(3-ethynylphenyl)pyridine

https://huagongshe.com/reaction/467123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Methoxyethyl acetoacetateHCID 89734—
Reactant3-EthynylbenzaldehydeHCID 2771644—
Reactant2-Butenoic acid, 3-amino-, 1-methylethyl esterHCID 11137274—
Product5-Isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-3-methoxyethoxycarbonyl-4-(3-ethynylphenyl)pyridineHCID 1981341953%

Reaction Steps

In 30 ml of dry ethyl alcohol was dissolved 1.3 g (10 mmol) of 3-ethynylbenzaldehyde, and 1.43 g (10 mmol) of isopropyl 3-aminocrotonate and 1.6 g (10 mmol) of methoxyethyl acetoacetate were successively added thereto at room temperature. The admixture was reacted under reflux with heating for 12 hours. After completing the reaction, the reaction solution was distilled away under reduced pressure and purified by subjecting to silica gel column chromatography [eluent: n-hexane-chloroform (1 : 1) to chloroform]to give 2.1 g of the chloroform (1 : 1) to chloroform] to give 2.1 g of the desired compound (yield: 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05158963
Source datasetuspto-grants-1992_10
ORD IDord-d5704b7d097b4eca9c81603ae798a68b
Source noteuspto-grants-1992_10