(2-(trifluoromethyl)phenyl)acetic acid → 7-Bromo-1'-(2-(2-(trifluoromethyl)phenyl)acetyl)spiro[isoindoline-1,4'-piperidin]-3-one
Reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=O.[Br:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:29]=1[C:23]1([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[NH:22][C:21]2=[O:30]>>[Br:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:29]=1[C:23]1([CH2:24][CH2:25][N:26]([C:10](=[O:12])[CH2:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:2]([F:1])([F:14])[F:13])[CH2:27][CH2:28]1)[NH:22][C:21]2=[O:30]Participants
3
Procedure
The title compound was prepared following a procedure analogous to that described in Example 31 using 2-(2-(trifluoromethyl)phenyl)acetic acid and 7-bromospiro[isoindoline-1,4′-piperidin]-3-one. LC-MS Method 2 tR=2.092, min, m/z=469; 1H NMR (CDCl3) 1.35 (d, 1H), 1.43 (d, 1H), 2.72 (m, 1H), 2.90 (m, 2H), 3.40 (t, 1H), 3.80-4.05 (m, 3H), 4.88 (d, 1H), 7.31 (t, 2H), 7.38 (d, 1H), 7.48 (t, 1H), 7.61 (d, 1H), 7.68 (d, 1H), 7.78 (d, 1H), 9.17 (s, 1H).
Sources & evidence
- ORD record
- ord-d2b4b47169ee4034a253194c21d4eb98
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08383629B2
Reaction notes
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