Potassium Bromide → HCID 22237500, compound

HRID 1743526Notes

Reaction equation

C[O:2][C:3](=[O:50])[CH2:4][O:5][C:6]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)=[CH:10][C:9]([C:22](=[O:39])[NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:26]=2)=[CH:8][C:7]=1[C:40]1[CH:45]=[CH:44][CH:43]=[C:42]([C:46]([F:49])([F:48])[F:47])[CH:41]=1.[K+].[Br-]>>[CH2:32]([O:31][C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][CH:28]=1)[CH2:24][NH:23][C:22]([C:9]1[CH:10]=[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:19])([F:20])[F:21])[CH:13]=2)[C:6]([O:5][CH2:4][C:3]([OH:50])=[O:2])=[C:7]([C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([C:46]([F:48])([F:49])[F:47])[CH:41]=2)[CH:8]=1)=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 86583673HCID 86583673, compound

Product 1

HCID 22237500HCID 22237500, compound

Procedure

The title compound was prepared as a white foam (0.286 g, 74%) from [5′-(3-benzyloxy-benzylcarbamoyl)-3,3″-bis-trifluoromethyl-[1,1′:3′,1″]terphenyl-2′-yloxy]-acetic acid methyl ester using a procedure similar to step 2 of Example 192. 1H NMR (DMSO-d6) δ 12.60 (bs, 1H); 9.50 (bt, 1H); 8.00–7.92 (m, 6H); 7.80–7.68 (m, 4H); 7.44–7.22 (m, 7H), 6.98–6.94 (m, 2H); 5.08 (s, 2H); 4.42 (s, 2H); 3.81 (s, 2H) IR (KBr) 3350, 2950, 1720, 1630, 1610, 1540, 1510, 1460, 1320, 1230, 1210, 1180, 1160, 1120, 1080 cm−1; mass spectrum [(−)ESI], m/z 678 (M−H)−; Anal. Calcd. for C37H27F6NO5: C, 65.39; H, 4.00; N, 2.06. Found: C, 63.35; H, 4.31; N, 2.59

Sources & evidence

ORD record: ord-21e2406513c54fffb684068aad58cdd6
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07008636B2

Reaction notes

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