Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835085Generated: November 2, 2026

Ethyl Acetate → HCID 9950442, compound

https://huagongshe.com/reaction/1835085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
Reactant1,5,6,7-Tetrahydro-4H-indol-4-oneHCID 280229—
Reactant1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazineHCID 595673—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
ProductHCID 9950442HCID 9950442—

Reaction Steps

A mixture of 1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine (7.30 g) was dissolved in DMSO (30 mL), then slowly added to 1,5,6,7-tetrahyro-indol-4-one (30.1 mmol) which was pretreated with sodium hydroxide (31.6 mmol) in DMSO (15 mL) for 0.5 h with slight heat. The reaction was left under heat and was monitored by TLC (ethyl acetate: dichloromethane, 1:1). After completion (8 h), the reaction mixture was poured in ice water (300 mL) and extracted with dichloromethane twice, dried with sodium sulfate and solvent removed under vacuum. Flash chromatography (ethyl acetate: dichloromethane, 1:4) yielded an oil, NEO-377 (7.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770638B2
Source datasetuspto-grants-2004_08
ORD IDord-746dee0d9f094a7785aabc7a6a3dfb55
Source noteuspto-grants-2004_08