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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789008Generated: October 27, 2026

2,3-Dichlorobenzaldehyde → 3-(Methyl) 5-(1-methylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/1789008

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichlorobenzaldehydeHCID 35745—
ReactantIsopropyl3-aminocrotonateHCID 3271821—
ReactantMethyl 4-fluoro-3-oxobutanoateHCID 14170515—
SolventEthyl AcetateHCID 8857—
Product3-(Methyl) 5-(1-methylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylateHCID 1979648838.4%

Reaction Steps

2,3-Dichlorobenzaldehyde (1.75 g, 10 mmoles), methyl 4-fluoro-3-oxobutanoate (1.34 g, 10 mmoles) and 1-methylethyl 3-amino-2-butenoate (1.43 g, 10 mmoles) were heated with stirring at 90° for 2.5 hours. The reaction mixture was dissolved in ethyl acetate and chromatographed on silica eluting with petroleum ether (60°-80°)/ethyl acetate mixtures. Pure fractions were combined and evaporated to dryness. The title compound (1.6 g) was obtained by crystallisation from 2-propanol. mp 148°-9°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686217
Source datasetuspto-grants-1987_08
ORD IDord-89d964b5325847acaadeeabb191fdf1c
Source noteuspto-grants-1987_08