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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557393Generated: October 31, 2026

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

https://huagongshe.com/reaction/557393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
ReactantCyclobutyl 3-oxobutanoateHCID 20189390—
SolventIsopropanolHCID 3776—
ProductCyclobutyl 5-cyano-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carboxylateHCID 15978969—

Reaction Steps

60 mg (0.32 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 49.7 mg (0.32 mmol) of cyclobutyl 3-oxobutanoate, 26.2 mg (0.32 mmol) of 3-aminocrotononitrile and 19.1 mg (0.32 mmol) of acetic acid in 5 ml of 2-propanol and heated under reflux under argon for 4 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 64 mg (51% 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-07d8137e2e3847a9889d5951a7d651e1
Source noteuspto-grants-2011_11