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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557413Generated: October 28, 2026

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

https://huagongshe.com/reaction/557413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant5,6-difluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 57438889—
Reactant2-Amino-7-methyloct-2-en-4-oneHCID 71406111—
ReactantSodium 1-cyanoprop-1-en-2-olateHCID 74083625—
SolventIsopropanolHCID 3776—
Product4-(5,6-Difluoro-2-methyl-4-oxo-4H-chromen-8-yl)-2,6-dimethyl-5-(4-methylpentanoyl)-1,4-dihydropyridine-3-carbonitrileHCID 66992067—

Reaction Steps

A solution of 100 mg (0.45 mmol) of 5,6-difluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde in 5 ml of 2-propanol is mixed with 46.9 mg (0.45 mmol) of sodium 1-cyanoprop-1-en-2-olate, 69.25 mg (0.45 mmol) of 2-amino-7-methyloct-2-en-4-one (example 14, stage a) and 0.04 ml (0.67 mmol) of acetic acid and stirred under reflux for 3 h. After cooling, the mixture is concentrated. The residue is purified on an Analogix cartridge (F12M) (mobile phase: cyclohexane/ethyl acetate 2:1). 88.1 mg (46.36% of theory) of the title compound are obtained as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058447B2
Source datasetuspto-grants-2011_11
ORD IDord-c91b1e7ec6654c1fb1be7605852be108
Source noteuspto-grants-2011_11