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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250033Generated: November 1, 2026

Sodium Carbonate → 1-[2-[4-[5-Chloro-1-(4-fluorophenyl)-1H-indol-3-yl]-3,6-dihydro-1(2H)-pyridinyl]ethyl]-2-imidazolidinone

https://huagongshe.com/reaction/1250033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 9883838—
Reactant1-(2-Chloroethyl)-1,3-dihydro-2H-imidazol-2-oneHCID 18329469—
SolventMethyl Isobutyl KetoneHCID 7909—
Product1-[2-[4-[5-Chloro-1-(4-fluorophenyl)-1H-indol-3-yl]-3,6-dihydro-1(2H)-pyridinyl]ethyl]-2-imidazolidinoneHCID 15006442—

Reaction Conditions

Temperature92.5 °C

Reaction Steps

5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole (6.0 kg. 16.5 mol), 1-(2-chloroethyl)imidazolon (3.19 kg, 1.3 eq.), sodium carbonate (anhydrous) and methyl isobutyl ketone (60 L) were mixed. The reaction mixture was heated under N2-cover and stirring until 90-95° C., and was stirred over night at this temperature. The next day the reaction mixture was filtered while still hot. The apparatus and filter cake were washed with further 2.5 L of methyl isobutyl ketone. The combined filtrates were left over night for crystallisation. The product was isolated on a nutch, washed with 7.5 L n-Heptane and dried over night in vacuum at 60° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335463B1
Source datasetuspto-grants-2002_01
ORD IDord-caf61861d079497cb7d325671418698a
Source noteuspto-grants-2002_01