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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614875Generated: October 31, 2026

(R)-1-(3-Ethoxyphenyl)ethanamine hydrochloride → [4-[(1S,3R/S)-3-[[(1R)-1-(3-ethoxyphenyl)ethyl]amino]cyclopentyl]-phenyl]morpholino-methanone

https://huagongshe.com/reaction/1614875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-1-(3-Ethoxyphenyl)ethanamine hydrochlorideHCID 44828801—
Reactant(3s)-3-[4-(Morpholine-4-carbonyl)phenyl]-cyclopentanoneHCID 49833947—
Product[4-[(1S,3R/S)-3-[[(1R)-1-(3-ethoxyphenyl)ethyl]amino]cyclopentyl]-phenyl]morpholino-methanoneHCID 69901320—

Reaction Steps

General procedure B was followed using (3S)-3-[4-(Morpholine-4-carbonyl)phenyl]-cyclopentanone (preparation 15) as the ketone and (1R)-1-(3-ethoxyphenyl)-ethanamine hydrochloride as the amine. 1H NMR (600 MHz, DMSO) δ 7.33-7.21 (m, 4H), 7.19 (t, J=7.8 Hz, 1H), 6.93-6.86 (m, 2H), 6.74 (dd, J=7.9, 2.3 Hz, 1H), 4.00 (q, J=7.0 Hz, 2H), 3.70 (q, J=6.6 Hz, 1H), 3.57 (br s, 4H), 3.33 (br s, 4H), 3.27-3.20 (m, 1H), 3.03 (t, J=8.3 Hz, 1H), 2.11-2.03 (m, 1H), 1.95-1.88 (m, 1H), 1.78-1.72 (m, 1H), 1.64-1.41 (m, 3H), 1.34-1.28 (m, 3H), 1.23 (d, J=6.6 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765676B2
Source datasetuspto-grants-2014_07
ORD IDord-1684e7bb632a44b79b7082bc47c9e44a
Source noteuspto-grants-2014_07