Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704750Generated: October 26, 2026

Hydrochloric Acid → 3-(4-Fluorophenyl)-5-isopropyl-1-(4-methylpiperidino)-2-phenyl-pyrrole

https://huagongshe.com/reaction/704750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant4-Methylpiperidin-1-amineHCID 3733587—
Reactant2-(4-Fluorophenyl)-5-methyl-1-phenylhexane-1,4-dioneHCID 14300271—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product3-(4-Fluorophenyl)-5-isopropyl-1-(4-methylpiperidino)-2-phenyl-pyrroleHCID 14578771—

Reaction Steps

3.4 ml of conc. hydrochloric acid are added to 10.1 g (34 mmol) of the compound from Example 2 and 11.6 g (102 mmol) of N-amino-4-methyl-piperidine in 100 ml of toluene AR and 50 ml of dimethylformamide and the mixture is boiled for 24 hours in a water separator. The mixture is cooled, diluted using 200 ml of ethyl acetate and extracted three times using 1N hydrochloric acid and twice using saturated sodium hydrogen carbonate solution. The organic phase is dried over magnesium sulphate and concentrated in vacuo, and the residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 5:95).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04988711
Source datasetuspto-grants-1991_01
ORD IDord-ded4a07d12c349e18f01b4b42b5ff57f
Source noteuspto-grants-1991_01