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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816447Generated: October 31, 2026

Ethyl Acetate → HCID 86594408, compound

https://huagongshe.com/reaction/1816447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 10944782HCID 10944782—
ReactantHCID 67282738HCID 67282738—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
ProductHCID 86594408HCID 86594408—

Reaction Steps

A solution of (2S)-N-[4-(4-bromobutoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal of formula I (535 mg, 1 mmol), 8-hydroxy-7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrol[2,1-c][1,4]benzodiazepine-5-one (248 mg, 1 mmol) of the formula II and K2CO3 (414 mg, 3 mmol) in dry acetone (20 mL) was refluxed for 48 h. After the completion of reaction as indicated by TLC, EtOAc, the reaction mixture was poured on to the water and then extracted with ethylacetate. Evaporation of the organic layer gave the crude product, which was further purified by column chromatography on silica gel eluting with EtOAc:hexane (8:2) gave the pure (2S)-N-{4-[4-(7-Methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one-8-yloxy)butoxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal III.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884799B2
Source datasetuspto-grants-2005_04
ORD IDord-955f9b75d1ca47be9f9cee34bb9fe115
Source noteuspto-grants-2005_04