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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081268Generated: November 2, 2026

Sodium hydride → 5-Cyclohexyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione

https://huagongshe.com/reaction/1081268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Benzyl-4-(2-chloroethyl)piperazineHCID 4741634—
Reactant5-Cyclohexylindoline-2,3-dioneHCID 12511930—
SolventDimethylformamideHCID 6228—
Product5-Cyclohexyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dioneHCID 991062765%

Reaction Steps

5-Cyclohexyl-1H-indole-2,3-dione (3.45 g) in dry DMF at 0° C. was treated with sodium hydride (80% dispersion in mineral oil, 550 mg). The mixture was allowed to warm to room temperature and 1-(2-chloroethyl)-4-(phenylmethyl) piperazine (3.9 g) in dry DMF (25 ml) was added. The reaction mixture was then heated in an oil bath at 70° C. for 2 hours. The mixture was evaporated under reduced pressure and the residue passed through a pad of silica gel to yield the title compound as a red oil (4.2 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585378
Source datasetuspto-grants-1996_12
ORD IDord-0e0390f1e83f4def897318b0a949dba0
Source noteuspto-grants-1996_12