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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669802Generated: October 31, 2026

Acetic Acid → Methyl 2,6-dimethyl-5-(4-methylbenzoyl)-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate

https://huagongshe.com/reaction/1669802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
Reactant3-Amino-1-(4-methylphenyl)but-2-en-1-oneHCID 67343790—
SolventIsopropanolHCID 3776—
ProductMethyl 2,6-dimethyl-5-(4-methylbenzoyl)-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylateHCID 57503356—

Reaction Steps

848 mg (4.50 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 523 mg (4.50 mmol) of methyl 3-oxobutanoate, 790 mg (4.50 mmol) of 3-amino-1-(4-methylphenyl)but-2-en-1-one and 387 μl (6.72 mmol) of acetic acid in 10 ml of 2-propanol and heated under reflux under argon for 30 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 961 mg (44% of theory) of the title compound are obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989633B2
Source datasetuspto-grants-2011_08
ORD IDord-1474d822a23d40a9bb8da3cd2286e1ee
Source noteuspto-grants-2011_08