Réaction #1702061

ord-545d4ad2f30e494e98c8dc5226ac79c3

Équation de réaction

NC(=O)CCNC(=O)c1ccc([C@H]2CCC(=O)C2)cc1
N-(3-amino-3-oxo-propyl)-4-[(1S)-3-oxocyclopentyl]benzamide
CCOc1cccc([C@@H](C)N)c1.Cl
(1R)-1-(3-ethoxyphenyl)-ethanamine hydrochloride
CCOc1cccc([C@@H](C)NC2CC[C@H](c3ccc(C(=O)NCCC(N)=O)cc3)C2)c1
N-(3-amino-3-oxo-propyl)-4-[(1S,3R/S)-3-[[(1R)-1-(3-ethoxyphenyl)ethyl]-amino]cyclopentyl]benzamide

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

General procedure B was followed using N-(3-amino-3-oxo-propyl)-4-[(1S)-3-oxocyclopentyl]benzamide as the ketone and (1R)-1-(3-ethoxyphenyl)-ethanamine hydrochloride as the amine. 1H NMR (600 MHz, DMSO) δ 8.37 (t, J=5.6 Hz, 1H), 7.70 (d, J=8.3 Hz, 2H), 7.33 (br s, 1H), 7.23 (d, J=8.3 Hz, 2H), 7.19 (t, J=7.8 Hz, 1H), 6.92 (s, 1H), 6.89 (d, J=7.6 Hz, 1H), 6.81 (br s, 1H), 6.74 (d, J=8.0 Hz, 1H), 4.00 (q, J=7.0 Hz, 2H), 3.75-3.66 (m, 1H), 3.28-3.20 (m, 1H), 3.08-3.00 (m, 1H), 2.58-2.52 (m, 2H), 2.32 (t, J=7.3 Hz, 2H), 2.12-1.41 (m, 7H), 1.31 (t, J=7.0 Hz, 3H), 1.23 (d, J=6.6 Hz, 3H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08765676B2uspto-grants-2014_07