Potassium Bromide → {7-[4-(4-Fluoro-3-trifluoromethyl-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic acid
Reaction equation
C[O:2][C:3](=[O:36])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([F:31])=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:26]=3)=[CH:19][CH:18]=2)=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.[K+].[Br-]>>[F:31][C:28]1[CH:29]=[CH:30][C:25]([CH2:24][O:23][C:20]2[CH:19]=[CH:18][C:17]([CH2:16][S:15][C:12]3[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:36])=[O:2])=[C:7]4[C:11]=3[CH2:10][CH2:9][CH2:8]4)=[CH:22][CH:21]=2)=[CH:26][C:27]=1[C:32]([F:35])([F:33])[F:34]Participants
3
Procedure
The title compound was prepared in the manner analogous to Example 1 using 74A. mp 116-117° C.; IR (KBr) cm−1: 3028, 1741, 1704, 1511, 1235, 1110; 400 MHz 1H NMR (DMSO-d6): δ 12.96 (br(s), 1H), 7.74-7.85 (m, 2H) 7.45-7.54 (m, 1H), 7.08-7.15 (m, 2H), 7.04 (d, 1H, J=8.5 Hz), 6.84-6.91 (m, 2H), 6.56 (d, 1H, J=8.5 Hz), 5.09 (s, 2H), 4.61 (s, 2H), 3.94 (s, 2H), 2.75 (t, 2H, J=7.5 Hz), 2.66 (t, 2H, J=7.5 Hz), 1.88 (pentet, 2H); MS m/z 505 (M−1). Anal. Calc'd for C26H22F4O4S: C, 61.65H, 4.38. found: C, 61.50; H, 4.07.
Sources & evidence
- ORD record
- ord-2eeb80908ad444f7b94ddb28f8d6c14d
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06964983B2
Reaction notes
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