Potassium Bromide → {8-[4-(5-Trifluoromethyl-pyridine-2-yl)-benzylsulfanyl]-chroman-5-yloxy}-acetic acid
Reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][N:25]=3)=[CH:20][CH:19]=2)=[C:12]2[C:7]=1[CH2:8][CH2:9][CH2:10][O:11]2.[K+].[Br-]>>[F:33][C:30]([F:31])([F:32])[C:27]1[CH:28]=[CH:29][C:24]([C:21]2[CH:20]=[CH:19][C:18]([CH2:17][S:16][C:13]3[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:34])=[O:2])=[C:7]4[C:12]=3[O:11][CH2:10][CH2:9][CH2:8]4)=[CH:23][CH:22]=2)=[N:25][CH:26]=1Participants
3
Procedure
The title compound was prepared in the manner analogous to Example 1 using 86A. mp 178-179° C.; IR (KBr) cm−1: 3034, 2577, 1707, 1604, 1332, 1111; 400 MHz 1H NMR (DMSO-d6): δ 12.95 (br(s), 1H), 8.97 (s, 1H), 7.99-8.24 (m, 4H), 7.33-7.40 (m, 2H), 6.95 (d, 2H, J=8.5 Hz), 6.26 (d, 2H, J=8.6 Hz), 4.57 (s, 2H), 4.11 (t, 2H, J=4.9 Hz), 4.04 (s, 2H), 2.56 (t, 2H, J=6.5 Hz), 1.84 (pentet, 2H); MS m/z 476 (M+1). Anal. Calc'd for C24H20F3NO4S: C, 60.63; H, 4.24; N, 2.95. found: C, 60.31; H, 4.24; N, 3.02.
Sources & evidence
- ORD record
- ord-23d61d8e4b634e0ea4d82460de23069c
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06964983B2
Reaction notes
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