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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735778Generated: October 30, 2026

Water → N-{(1R,2S)-2-[(3aR*,4R*,9bR*)-(5-Acetyl-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl)carbonyl]cyclohexyl}benzamide

https://huagongshe.com/reaction/735778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantHCID 57846915HCID 57846915—
SolventChloroformHCID 6212—
ProductN-{(1R,2S)-2-[(3aR*,4R*,9bR*)-(5-Acetyl-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl)carbonyl]cyclohexyl}benzamideHCID 6898161746.1%

Reaction Steps

The compound (130 mg, 0.27 mmol) of Example 1 and triethylamine (69 mg, 0.30 mmol) were dissolved in chloroform (2 ml), acetyl chloride (99 mg, 0.33 mmol) was added under ice-cooling, and the mixture was stirred at room temperature for 1 hr. and at 60° C. for 2 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (over anhydrous MgSO4), and the solvent was evaporated. The residue was subjected to column chromatography using silica gel (150 g), and eluted with hexane-ethyl acetate (3:1-0:1, v/v) to give the title compound (65 mg, 46%) as an amorphous form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592453B2
Source datasetuspto-grants-2009_09
ORD IDord-7e06072a1c9749af8a4e4472d5528c91
Source noteuspto-grants-2009_09