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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363480Generated: October 30, 2026

3-(Trifluoromethyl)benzaldehyde → N-[(3aR,4S,6aS)-2-(2,6-dimethylbenzyl)octahydrocyclopenta[c]pyrrol-4-yl]-3-methyl-2-phenylbutanamide

https://huagongshe.com/reaction/2363480

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Trifluoromethyl)benzaldehydeHCID 67990—
Reactant2,2-Dicyclohexyl-N-((3aS,4S,6aR)-octahydrocyclopenta[c]pyrrol-4-yl)acetamideHCID 46213053—
Reactant3-Methyl-N-[(3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-yl]-2-phenylbutanamideHCID 66590685—
ProductN-[(3aR,4S,6aS)-2-(2,6-dimethylbenzyl)octahydrocyclopenta[c]pyrrol-4-yl]-3-methyl-2-phenylbutanamideHCID 46213554—

Reaction Steps

The title compound was prepared by substituting 2,6-dimethylbenzaldehyde for 3-(trifluoromethyl)benzaldehyde and 3-methyl-N-[(3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-yl]-2-phenylbutanamide from Example 83 Step A for 2,2-dicyclohexyl-N-[(3aS,4S,6aR)-octahydrocyclopenta[c]pyrrol-4-yl]acetamide in the procedure described for Example 54: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.54-8.50 (m, J=6.7, 1H), 7.65-7.60 (m, 2H), 7.32 (t, J=7.1, 2H), 7.28-7.23 (m, 1H), 7.11 (dd, J=6.2, 14.3, 1H), 7.04 (t, J=8.3, 2H), 4.27-4.19 (m, 1H), 3.57 (d, J=12.5, 0.5H), 3.44 (dd, J=12.5, 15.5, 1H), 3.34 (d, J=12.5, 0.5H), 3.20 (d, J=10.4, 1H), 2.92 (d, J=5.9, 0.5H), 2.68-2.58 (m, J=10.2, 18.3, 1H), 2.55-2.51 (m, J=4.5, 1H), 2.48-2.42 (m, 0.5H), 2.39 (s, 3H), 2.34 (s, 3H), 2.32-2.18 (m, 3H), 2.07 (td, J=6.6, 12.6, 0.5H), 1.87-1.73 (m, 1H), 1.72-1.62 (m, 1H), 1.33 (dd, J=19.1, 78.6, 2.5H), 1.19 (dd, J=4.9, 6.3, 3H), 0.69 (d, J=6.6, 3H); MS (ESI+) m/z 405 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-7377e0d2111740c59039ae197c6518ca
Source noteuspto-grants-2014_04