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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363527Generated: October 31, 2026

Acetic Acid → (3aS*,4S*,6aR*)-2-benzyl-N-cyclopropyloctahydrocyclopenta[c]pyrrol-4-amine

https://huagongshe.com/reaction/2363527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopropylamineHCID 69828—
ReactantCyano-borohydrideHCID 498716—
Reactant2-Benzylhexahydrocyclopenta[c]pyrrol-4(1H)-oneHCID 13463769—
SolventDichloromethaneHCID 6344—
Product(3aS*,4S*,6aR*)-2-benzyl-N-cyclopropyloctahydrocyclopenta[c]pyrrol-4-amineHCID 46213241—

Reaction Steps

2-Benzylhexahydrocyclopenta[c]pyrrol-4(5H)-one (0.578 g, 2.68 mmol), cyclopropylamine (0.189 mL, 2.68 mmol), and acetic acid (10 mL) were combined in dichloromethane (20 mL). PS-Cyanoborohydride (1.147 g, 2.68 mmol) was added. The reaction was stirred at room temperature for 2 hours, then filtered and the resin was washed with dichloromethane. The solvent was removed in vacuo, and the crude material was applied to a silica gel column and was eluted with 1-10% methanol (2 N ammonia)/dichloromethane to give the title compounds.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-7e6147fc55034dd69b9d9924fdd68a34
Source noteuspto-grants-2014_04