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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669757Generated: October 30, 2026

Acetic Acid → Cyclobutyl 2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-5-(trifluoroacetyl)-1,4-dihydro-pyridine-3-carboxylate

https://huagongshe.com/reaction/1669757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
ReactantCyclobutyl 3-aminocrotonateHCID 57475512—
SolventIsopropanolHCID 3776—
ProductCyclobutyl 2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-5-(trifluoroacetyl)-1,4-dihydro-pyridine-3-carboxylateHCID 57503326—

Reaction Steps

100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 143.3 mg (0.93 mmol) of 1,1,1-trifluoroacetylacetone, 82.4 mg (0.53 mmol) of cyclobutyl 3-aminocrotonate and 31.9 mg (0.53 mmol) of acetic acid in 5 ml of 2-propanol and heated to reflux under argon for 10 h. The solvent is removed in vacuo, and the residue is purified by column chromatography (mobile phase: dichloromethane/methanol 95:5). 8 mg (3.2% 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-57959912e27c46de8c079cec2aef17af
Source noteuspto-grants-2011_08