1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 25120675, compound
Reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[CH2:6][N:7]([CH3:24])[C@@H:8]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C@H:10]([C:21]([OH:23])=O)[CH2:9]1.[F:34][C:35]([F:49])([F:48])[C:36]1[CH:37]=[C:38]([N:42]2[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)[CH:39]=[CH:40][CH:41]=1>>[F:33][C:2]([F:32])([F:1])[C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([C:28]([F:31])([F:29])[F:30])[CH:27]=1)[CH2:6][N:7]([CH3:24])[C@@H:8]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C@H:10]([C:21]([N:45]2[CH2:44][CH2:43][N:42]([C:38]3[CH:39]=[CH:40][CH:41]=[C:36]([C:35]([F:48])([F:49])[F:34])[CH:37]=3)[CH2:47][CH2:46]2)=[O:23])[CH2:9]1Participants
3
Procedure
As described for Example 64e, [(2S,4S)-4-[(3,5-bis-trifluoromethyl-benzyl)-methyl-amino]-1-(3-chloro-benzyl)-pyrrolidine-2-carboxylic acid (1 mmol) was converted, using 4-(3-trifluoromethyl-phenyl)-piperazine instead of 2-cyclohexyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one, to the title product (71 mg) in 10% yield as colorless oil.
Sources & evidence
- ORD record
- ord-09a9408f41924c329f62dbf12269113b
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07528136B2
Reaction notes
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