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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1609564Generated: October 31, 2026

Acetic Acid → Ethyl 1,4-dihydro-2,6-diisopropyl-4-(4-fluorophenyl)-5-phenyl-pyridine-3-carboxylate

https://huagongshe.com/reaction/1609564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-(4-Fluorophenyl)-4-methyl-2-phenyl-penten-3-oneHCID 54434934—
ReactantEthyl 3-amino-4-methyl-pent-2-enoateHCID 59557418—
SolventEthylene GlycolHCID 174—
ProductEthyl 1,4-dihydro-2,6-diisopropyl-4-(4-fluorophenyl)-5-phenyl-pyridine-3-carboxylateHCID 20081859—

Reaction Steps

2.86 ml (50 mmol) of glacial acetic acid are added to 13.45 g (50 mmol) of the compound from Example 97 and 17.4 g (100 ml) of ethyl 3-amino-4-methyl-pent-2-enoate in 80 ml of ethylene glycol and the mixture is heated to reflux overnight. After cooling to room temperature, it is concentrated vacuo and the residue is dissolved in dichloromethane and extracted several times using water. The organic phase is dried over magnesium sulphate and concentrated in vacuo, and the residue is taken up in ethyl acetate. After extracting using 10% strength hydrochloric acid, water and saturated sodium hydrogen carbonate solution, the organic phase is dried again and concentrated, and the residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05401746
Source datasetuspto-grants-1995_03
ORD IDord-eb77d059aecd40ba92e161ce3b525c19
Source noteuspto-grants-1995_03