methyl 4-(chlorosulfonyl)-2,3-dihydro-1H-indene-2-carboxylate → 4-[2-(S)-Methyl-4-(4-trifluoromethoxy-phenyl)-piperazine-1-sulfonyl]-indan-2-carboxylic acid
Reaction equation
[CH3:1][C@@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=2)[CH2:3]1.C[O:20][C:21]([CH:23]1[CH2:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][C:29]=2[S:32](Cl)(=[O:34])=[O:33])[CH2:24]1)=[O:22]>>[CH3:1][C@H:2]1[CH2:3][N:4]([C:8]2[CH:9]=[CH:10][C:11]([O:14][C:15]([F:18])([F:16])[F:17])=[CH:12][CH:13]=2)[CH2:5][CH2:6][N:7]1[S:32]([C:29]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:30]=1[CH2:31][CH:23]([C:21]([OH:22])=[O:20])[CH2:24]2)(=[O:34])=[O:33]Participants
3
Procedure
The compound 4-[2-(S)-Methyl-4-(4-trifluoromethoxy-phenyl)-piperazine-1-sulfonyl]-indan-2-carboxylic acid was prepared from 3-(S)-methyl-1-(4-trifluoromethoxy-phenyl)-piperazine and 4-chlorosulfonyl-indan-2-carboxylic acid methyl ester following the procedure outlined in Example 79. 1H NMR (400 MHz, DMSO-d6): δ 7.65 (d, 1H), 7.53 (d, 1H), 7.38 (t, 1H), 7.18 (d, 2H), 6.98-6.92 (m, 2H), 4.15-4.00 (m, 1H), 3.60-3.12 (m, 9H), 2.83-2.75 (m, 1H), 2.64-2.50 (m, 1H), 1.18 (d, 3H); MS (ESI): 485.3 (M+H).
Sources & evidence
- ORD record
- ord-5872360a5e3d4b809f3659a450bc0fcb
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07834004B2
Reaction notes
Loading…