Potassium Bromide → HCID 9853529, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[C:12]([C:14](=[O:33])[NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25]3)[CH:11]=[C:10]([C:34]3[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=3)[C:9]=2[O:41][CH2:42][CH2:43][O:44][C:45]2[CH:54]=[CH:53][C:48]([C:49]([O:51]C)=[O:50])=[CH:47][CH:46]=2)[CH:5]=[CH:6][CH:7]=1.[K+].[Br-]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[C:12]([C:14](=[O:33])[NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25]3)[CH:11]=[C:10]([C:34]3[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=3)[C:9]=2[O:41][CH2:42][CH2:43][O:44][C:45]2[CH:54]=[CH:53][C:48]([C:49]([OH:51])=[O:50])=[CH:47][CH:46]=2)[CH:5]=[CH:6][CH:7]=1Participants
Procedure
The title compound was prepared as a light green solid (0.073 g, 62%) from 4-{2-[3,3″-Dichloro-5′-(8-indol-1-yl-octylcarbamoyl)-[1,1′:3′,1″]terphenyl-2′-yloxy]-ethoxy}benzoic acid, methyl ester using a procedure similar to step 4 of example 165; dec. >65° C.; 1H NMR (400 MHz, DMSO-d6) δ1.16-1.30 (m, 8H), 1.44-1.53 (m, 2H), 1.67-1.76 (m, 2H), 3.20-3.26 (m, 2H), 3.56-3.60 (m, 2H), 3.72-3.76 (m, 2H), 4.12 (t, J=7.0 Hz, 2H), 6.37 (dd, J=0.66, 3.1 Hz, 1H), 6.66-6.70 (m, 2H), 6.94-6.99 (m, 1H), 7.06-7.10 (m, 1H), 7.32 (d, J=3.1 Hz, 1H), 7.38-7.52 (m, 6H), 7.57-7.60 (m, 2H), 7.67 (t, J=1.8 Hz, 2H), 7.76-7.80 (m, 2H), 7.88 (s, 2H), 8.55 (t, J=5.7 Hz, 1H), 12.54 (broad s, 1H); IR (KBr) 3420, 2920, 1680, 1600, 1260, 1160 cm−1; mass spectrum [(−)APCI], m/z 747 (M−H)−; Anal. Calcd. for C44H42Cl2N2O5: C, 70.49; H, 5.65; N, 3.74, Found: C, 70.12; H, 6.01; N, 3.44.
Workup
- custom>65° C.
Sources & evidence
- ORD record
- ord-d7f74292a40f40eda0082098b2c0dc7d
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06214877B1
Reaction notes
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