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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557437Generated: October 30, 2026

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

https://huagongshe.com/reaction/557437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
Reactant5-Amino-1-cyclobutylhex-4-en-3-oneHCID 66991810—
ReactantSodium 1-cyanoprop-1-en-2-olateHCID 74083625—
SolventIsopropanolHCID 3776—
Product5-(3-Cyclobutylpropanoyl)-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carbonitrileHCID 66991755—

Reaction Steps

100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 55.8 mg (0.53 mmol) of sodium 1-cyanoprop-1-en-2-olate, 88.8 mg (0.53 mmol) of 5-amino-1-cyclobutylhex-4-en-3-one (example 15, stage a) and 30 μl (0.53 mmol) of acetic acid in 3 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. 61 mg (28% 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-aba788f6b0ad42b4b04f753a3f0132d8
Source noteuspto-grants-2011_11