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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557441Generated: October 29, 2026

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

https://huagongshe.com/reaction/557441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
Reactant4-Amino-1-cyclopentylpent-3-en-2-oneHCID 66991723—
ReactantSodium 1-cyanoprop-1-en-2-olateHCID 74083625—
SolventIsopropanolHCID 3776—
Product5-(Cyclopentylacetyl)-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carbonitrileHCID 66991873—

Reaction Steps

150 mg (0.79 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 84 mg (0.79 mmol) of sodium 1-cyanoprop-1-en-2-olate, 133 mg (0.79 mmol) of 4-amino-1-cyclopentylpent-3-en-2-one and 68 μl (1.19 mmol) of acetic acid in 4 ml of 2-propanol and heated under reflux under argon for 4 h. After cooling, the suspension is filtered with suction and the remaining solid is washed with diethyl ether (20 ml). 240 mg (75% of theory) of the title compound are obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058447B2
Source datasetuspto-grants-2011_11
ORD IDord-5b5b22c30a584b27a7d1be011192e9a6
Source noteuspto-grants-2011_11