2-(Trifluoromethyl)benzenepropanoic acid → 5,7-Dichloro-1'-(3-(2-(trifluoromethyl)phenyl)propanoyl)spiro[isoindoline-1,4'-piperidin]-3-one
Reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([OH:13])=O.[Cl:16][C:17]1[CH:18]=[C:19]2[C:28](=[C:29]([Cl:31])[CH:30]=1)[C:22]1([CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[NH:21][C:20]2=[O:32]>>[Cl:16][C:17]1[CH:18]=[C:19]2[C:28](=[C:29]([Cl:31])[CH:30]=1)[C:22]1([CH2:27][CH2:26][N:25]([C:11](=[O:13])[CH2:10][CH2:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:2]([F:1])([F:15])[F:14])[CH2:24][CH2:23]1)[NH:21][C:20]2=[O:32]Participants
3
Procedure
The title compound was prepared following a procedure analogous to that described in Example 28 using 3-(2-(trifluoromethyl)phenyl)propanoic acid and 5,7-dichlorospiro[isoindoline-1,4′-piperidin]-3-one. LC-MS Method 3 tR=1.312, min, m/z=471; 1H NMR (d6-DMSO) 1.38 (d, 2H), 2.37 (m, 1H), 2.60-2.80 (m, 2H), 2.83-3.02 (m, 3H), 3.35 (m, 2H), 3.94 (d, 1H), 4.51 (d, 1H), 7.38 (t, 1H), 7.55 (m, 2H), 7.64 (m, 2H), 7.80 (s, 1H), 9.88 (s, 1H)
Sources & evidence
- ORD record
- ord-8e425028e2e94cb18405f08a8494d501
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08383629B2
Reaction notes
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