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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097845Generated: November 1, 2026

Cesium carbonate → 1-{1-[6-Chloro-1-(2-dimethylamino-ethyl)-1H-indole-3-carbonyl]-piperidin-4-yl}-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1097845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
ReactantHCID 24991356HCID 24991356—
SolventAcetonitrileHCID 6342—
SolventSodium HydroxideHCID 14798—
Product1-{1-[6-Chloro-1-(2-dimethylamino-ethyl)-1H-indole-3-carbonyl]-piperidin-4-yl}-1,3-dihydro-indol-2-oneHCID 2498766239%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of 0.40 g (1.0 mmol) 1-[1-(6-chloro-1H-indole-3-carbonyl)-piperidin-4-yl]-1,3-dihydro-indol-2-one, 0.16 g (1.1 mmol) 1-chloro-2-dimethylaminoethane hydrochloride and 0.69 g (2.1 mmol) cesium carbonate in 10 ml acetonitrile was heated at 50° C. over night. After cooling to room temperature the reaction mixture was diluted with a 0.5 M aqueous solution of sodium hydroxide and extracted with three portions of ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. Flash chromatography gave 0.18 g (39%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143281B2
Source datasetuspto-grants-2012_03
ORD IDord-6a2da020dac941b79c1bf6e938d7490c
Source noteuspto-grants-2012_03