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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557398Generated: October 31, 2026

Acetic Acid → Ethyl 5-cyano-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/557398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl AcetoacetateHCID 8868—
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
SolventIsopropanolHCID 3776—
ProductEthyl 5-cyano-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carboxylateHCID 15979088—

Reaction Steps

100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 69.1 mg (0.53 mmol) of ethyl 3-oxobutanoate, 43.6 mg (0.53 mmol) of 3-aminocrotononitrile and 31.9 mg (0.53 mmol) of acetic acid in 5 ml of 2-propanol and heated under reflux under argon for 4 h. After cooling to room temperature, the crystallized product is filtered off and washed with 2-propanol and diethyl ether. 43 mg (22% of theory) of the title compound are obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058447B2
Source datasetuspto-grants-2011_11
ORD IDord-f3aebd9de87943c79bc7beb66e2af587
Source noteuspto-grants-2011_11