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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887818Generated: November 1, 2026

Chlorosuccinimide → N-{2-[(8S)-1-chloro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide

https://huagongshe.com/reaction/887818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantN-{2-[(8S)-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamideHCID 59145842—
SolventAcetonitrileHCID 6342—
ProductN-{2-[(8S)-1-chloro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamideHCID 5914589022.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-{2-[(8S)-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl]ethyl}acetamide (80 mg, 0.311 mmol) in acetonitrile (3.1 mL) was added N-chlorosuccinimide (45.7 mg, 0.342 mmol), and the mixture was stirred at 50° C. for 5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90), preparative HPLC (acetonitrile/water=10/90→90/10) and recrystallization (ethyl acetate/hexane) to give the title compound (20.1 mg, yield 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247429B2
Source datasetuspto-grants-2012_08
ORD IDord-0afb3554768e4e1b85edf14c6445b701
Source noteuspto-grants-2012_08