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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235411Generated: November 3, 2026

N-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamide → 2-[2-(3-Amino-phenyl)-ethyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one

https://huagongshe.com/reaction/2235411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamideHCID 59300739—
SolventHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product2-[2-(3-Amino-phenyl)-ethyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-oneHCID 59300906—

Reaction Steps

A solution of N-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamide (70 mg) in 2-propanol (1 ml) and hydrochloric acid (6 M; 1 ml) is heated under reflux for 3.5 h. Afterwards the mixture is concentrated in vacuo and the residual aqueous layer is neutralized with saturated NaHCO3 solution. The desired compound is obtained by an aqueous work-up (47 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714010B2
Source datasetuspto-grants-2010_05
ORD IDord-b1c4f6a771ef4b16be4f221b5af8da46
Source noteuspto-grants-2010_05