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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363622Generated: October 31, 2026

(3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine → (2S)-N-{(3aR,4S,6aS)-2-[5-(trifluoromethyl)pyridin-2-yl]octahydrocyclopenta[c]pyrrol-4-yl}indoline-2-carboxamide

https://huagongshe.com/reaction/2363622

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amineHCID 66590059—
Reactant(3aR,4S,6aS)-2-(5-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amineHCID 66590965—
ReactantN-Boc-N-methyl-3-tert-butyl-L-alanineHCID 86641984—
Product(2S)-N-{(3aR,4S,6aS)-2-[5-(trifluoromethyl)pyridin-2-yl]octahydrocyclopenta[c]pyrrol-4-yl}indoline-2-carboxamideHCID 54672875—

Reaction Steps

The title compound was prepared by substituting (S)-1-(tert-butoxycarbonyl)indoline-2-carboxylic acid for (S)-2-(tert-butoxycarbonyl(methyl)amino)-4,4-dimethylpentanoic acid and (3aR,4S,6aS)-2-(5-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine from Example 262 Step B for (3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 587: 1H NMR (400 MHz, pyridine-d5) δ ppm 8.63 (dd, J=1.6, 0.8, 1H), 8.21 (d, J=7.6, 1H), 7.67 (dd, J=9.0, 2.5, 1H), 7.19-7.07 (m, 2H), 6.83 (dd, J=11.7, 4.3, 2H), 6.54-6.46 (m, 1H), 6.35 (d, J=8.9, 1H), 4.69 (td, J=10.8, 3.5, 1H), 4.46-4.30 (m, 1H), 3.82-3.71 (m, 1H), 3.65-3.48 (m, 3H), 3.42-3.24 (m, 2H), 2.80-2.62 (m, 2H), 2.19-2.03 (m, 1H), 1.97-1.80 (m, 1H), 1.62 (dq, J=12.8, 8.2, 1H), 1.45-1.28 (m, 1H); MS (ESI+) m/z 417 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-cebfa5642a7c445ea83ff7b4e611ccfc
Source noteuspto-grants-2014_04