2-(Trifluoromethyl)benzenepropanoic acid → 7-Bromo-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.[Br:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:30]=1[C:24]1([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[NH:23][C:22]2=[O:31]>>[Br:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:30]=1[C:24]1([CH2:25][CH2:26][N:27]([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])[CH2:28][CH2:29]1)[NH:23][C:22]2=[O:31]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 7-bromospiro[isoindoline-1,4′-piperidin]-3-one. LC-MS Method 2 tR=2.206, min, m/z=481; 1H NMR (CDCl3) 1.43 (d, 2H), 2.68 (t, 2H), 2.80-2.92 (m, 3H), 3.15 (t, 2H), 3.32 (t, 1H), 3.92 (d, 1H), 4.85 (d, 1H), 7.25 (m, 2H), 7.40 (m, 2H), 7.56 (d, 1H), 7.65 (d, 1H), 7.79 (d, 1H), 9.20 (s, 1H).
Sources & evidence
- ORD record
- ord-b6dbb884625f4661966b81144adb412d
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08383629B2
Reaction notes
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