Hydrochloric Acid → 2-(R)-(3-(S)-((4-(3-(3,4-Difluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-3-(cyclobutyl) propanoic acid, benzyl ester
Reaction equation
[CH:1]([C@@H:3]1[C@@H:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][N:5]([C@H:14]([CH2:25][CH:26]2[CH2:29][CH2:28][CH2:27]2)[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:4]1)=O.[F:30][C:31]1[CH:32]=[C:33]([CH2:38][CH2:39][CH2:40][CH:41]2[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]2)[CH:34]=[CH:35][C:36]=1[F:37].Cl>>[F:30][C:31]1[CH:32]=[C:33]([CH2:38][CH2:39][CH2:40][CH:41]2[CH2:46][CH2:45][N:44]([CH2:1][C@@H:3]3[C@@H:7]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH2:6][N:5]([C@H:14]([CH2:25][CH:26]4[CH2:27][CH2:28][CH2:29]4)[C:15]([O:17][CH2:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[O:16])[CH2:4]3)[CH2:43][CH2:42]2)[CH:34]=[CH:35][C:36]=1[F:37]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared from 26 mg (0.06 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, benzyl ester (from EXAMPLE 25, Step B) and 17.5 mg (0.06 mmol) of 4-(3-(3,4-difluorophenyl)propyl)piperidine.HCl (from EXAMPLE 119, Step C) using a procedure analogous to that described in EXAMPLE 1, Step J to provide 18.6 mg (47%) of the title compound: RF: 0.33 (1:1 v/v hexanes/EtOAc); 1H NMR (500 MHz) δ 1.15-3.29 (m, 33H), 5.17 (ABq, 2H), 6.8-7.4 (m, 13H).
Sources & evidence
- ORD record
- ord-178af011a84a4c71a8abee95ef85987e
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06265434B1
Reaction notes
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