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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789018Generated: October 31, 2026

Cyclobutyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate → 5-Cyclobutyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/1789018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclobutyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoateHCID 54003830—
ReactantMethyl 3-amino-4-fluoro-2-butenoateHCID 73668923—
SolventEthyl AcetateHCID 8857—
Product5-Cyclobutyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylateHCID 70089752—

Reaction Steps

The product of step (a) (1.7 g, 5.4 mmoles) and methyl 3-amino-4-fluoro-2-butenoate (0.72 g, 5.4 mmoles) were mixed and heated to 95° (oil bath temperature) under an atmosphere of nitrogen for 6 hours. The oil was allowed to cool to room temperature. Chromatography on silica eluting with petroleum ether (60°-80° )/ethyl acetate mixtures, afforded the title compound as a yellow solid, which was recrystallised from petroleum ether (60°-80° ) to afford the title compound 0.37 g, mp 148°-9°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686217
Source datasetuspto-grants-1987_08
ORD IDord-6f215c3459dd4856a60fd10a38793d91
Source noteuspto-grants-1987_08