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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836102Generated: October 31, 2026

2-(2,3,3a,8b-Tetrahydrocyclopenta[b]Indol-4(1H)-yl)Acetamide → 2-(2,3,3a,8b-Tetrahydrocyclopenta[b]indol-4(1h)-yl)ethylamine

https://huagongshe.com/reaction/1836102

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2,3,3a,8b-Tetrahydrocyclopenta[b]Indol-4(1H)-yl)AcetamideHCID 21873570—
SolventBorane;tetrahydrofuranHCID 2723981—
Product2-(2,3,3a,8b-Tetrahydrocyclopenta[b]indol-4(1h)-yl)ethylamineHCID 11321634—

Reaction Steps

2-(2,3,3a,8b-Tetrahydrocyclopenta[b]indol-4(1H)-yl)acetamide (90 mmol, 20 g) was dissolved in 1 M BH3.THF (200 mL) and heated to reflux for 18 h. The reaction mixture was allowed to cool to room temperature and then quenched slowly with methanol. The solution was concentrated, dissolved in methanol, and again concentrated. The resulting oil was diluted with ether and extracted twice with 1 N HCl. The aqueous phase was treated with 2.5 N NaOH to pH>10 and extracted with chloroform. The combined chloroform extracts were dried over MgSO4, filtered and concentrated to provide a yellow oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777407B2
Source datasetuspto-grants-2004_08
ORD IDord-5aacc814fa2843e0a16eaff52b378b11
Source noteuspto-grants-2004_08