Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363473Generated: October 30, 2026

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

https://huagongshe.com/reaction/2363473

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—
Product3-methyl-N-[(3aR,4S,6aS)-2-methyloctahydrocyclopenta[c]pyrrol-4-yl]-2-phenylbutanamideHCID 66591048—

Reaction Steps

The title compound was prepared by substituting formaldehyde 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 8.55 (t, J=5.4, 1H), 7.65 (t, J=6.5, 2H), 7.34 (ddd, J=3.7, 7.6, 10.9, 2H), 7.29-7.25 (m, 1H), 4.42-4.28 (m, 1H), 3.22 (d, J=10.5, 1H), 2.91 (dd, J=2.2, 9.0, 0.5H), 2.65 (dt, J=6.7, 17.3, 1H), 2.53 (dd, J=2.5, 9.2, 1H), 2.46 (dd, J=4.4, 10.2, 0.5H), 2.42-2.35 (m, 0.5H), 2.30 (d, J=8.8, 1.5H), 2.25 (dd, J=2.8, 9.0, 0.5H), 2.19 (s, 1.5H), 2.16-2.05 (m, 3.5H), 1.85 (td, J=6.2, 12.0, 1H), 1.75 (dd, J=6.6, 13.8, 0.5H), 1.63 (dt, J=7.0, 15.3, 0.5H), 1.39 (dt, J=8.1, 14.4, 1H), 1.31 (dt, J=2.9, 9.4, 0.5H), 1.22 (dd, J=6.5, 11.7, 3H), 0.71 (dd, J=2.9, 6.7, 3H); MS (ESI+) m/z 301 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-a3cf3f239e42430fa2b115bdb41d5b64
Source noteuspto-grants-2014_04