2-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-one → 2'-Nitro-4-[4-(4-trifluoromethoxy-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid
Reaktionsgleichung
C[O:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=[C:9]([C:11](=[S:13])[NH2:12])[CH:10]=1)=[O:4].[F:23][C:24]([F:37])([F:36])[O:25][C:26]1[CH:35]=[CH:34][C:29]([C:30](=O)[CH2:31]Br)=[CH:28][CH:27]=1>>[N+:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:6]1[C:5]([C:3]([OH:2])=[O:4])=[CH:10][C:9]([C:11]2[S:13][CH:31]=[C:30]([C:29]3[CH:28]=[CH:27][C:26]([O:25][C:24]([F:23])([F:36])[F:37])=[CH:35][CH:34]=3)[N:12]=2)=[CH:8][CH:7]=1)([O-:22])=[O:21]Komponenten
3
Versuchsvorschrift
2′-Nitro-4-[4-(4-trifluoromethoxy-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (190 mg, 62%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 4-(trifluoromethoxy)phenacyl bromide (available from Matrix Scientific) using the procedure described for the preparation of Example 1. 1H NMR (300 MHz, DMSO-d6) δ 13.17 (s, 1H), 8.58 (d, J=2.0 Hz, 1H), 8.13-8.28 (m, 4H), 7.63-7.82 (m, 2H), 7.41-7.51 (m, 4H).
Aufarbeitung
- customdescribed for the preparation of Example 1
Quellen und Nachweise
- ORD-Eintrag
- ord-70719d02a1ad4bfb863c159dee54e4c4
- Quelldatensatz
- uspto-grants-2015_07
- Patentnummer
- US09073881B2
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