Potassium Bromide → 2-Hydroxy-4-[5'-(8-phenyl-octylcarbamoyl)-3,3''-bis-trifluoromethyl-[1,1':3',1'']terphenyl-2'-yloxysulfonyl]-benzoic acid
Reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([C:18]2[CH:19]=[C:20]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[CH:36]=3)[C:21]([OH:34])=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=3)[CH:23]=2)=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[S:46]([C:49]1[CH:57]=[CH:56][C:52]([C:53]([OH:55])=[O:54])=[C:51]([OH:58])[CH:50]=1)(=[O:48])=[O:47].[K+].[Br-]>>[OH:58][C:51]1[CH:50]=[C:49]([S:46]([O:34][C:21]2[C:20]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:42])([F:43])[F:44])[CH:36]=3)=[CH:19][C:18]([C:16](=[O:17])[NH:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:23][C:22]=2[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:31])[F:32])[CH:25]=2)(=[O:48])=[O:47])[CH:57]=[CH:56][C:52]=1[C:53]([OH:55])=[O:54]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared as an white foam (0.541 g, 78%) from 2′-Hydroxy-3,3″-bis-trifluoromethyl-[1,1′:3′1″]terphenyl-5′-carboxylic acid (8-phenyl-octyl)-amide and 4-chlorosulfonyl-2-hydroxy-benzoic acid using a procedure similar to step 3 of Example 179. 1H NMR (DMSO-d6) δ11.60 (bs, 2H); 8.70 (t, 1H); 7.94 (s, 2H); 7. 88-7.80 (m, 4H); 7.69-7.57 (m, 5H); 7.26-7.10 (m, 5H); 6.68 (dd, 1H); 6.57 (d, 1H); 3.25 (dd, 2H); 2.52 (t, 2H); 1.53 (m, 4H); 1.28 (m, 8H); IR (KBr) 3400, 2950, 2840, 1690, 1640, 1600, 1550, 1460, 1380, 1320, 1280, 1200, 1170, 1120, 1080 cm−1; mass spectrum [(−)ESI], m/z 812 (M−H)−; Anal. Calcd. for C42H37F6NO7S: C, 61.99; H, 4.58; N, 1.72, Found: C, 61.40; H, 4.80; N, 1.68.
Sources & evidence
- ORD record
- ord-09e6a37661974b02bb076ba78153ecbb
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06214877B1
Reaction notes
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