Reaktionsgleichung
[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([NH2:16])=[N:13][C:12]=1[C:17]([F:20])([F:19])[F:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][CH:27]=1)[CH2:22][CH2:23][CH2:24][CH3:25]>>[CH2:21]([C:26]1[CH:34]=[CH:33][C:29]([C:30]([NH:16][C:14]2[S:15][C:11]([C:9]([NH:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:10])=[C:12]([C:17]([F:20])([F:18])[F:19])[N:13]=2)=[O:31])=[CH:28][CH:27]=1)[CH2:22][CH2:23][CH2:24][CH3:25]Komponenten
3
Versuchsvorschrift
Following the procedure as described in Example 2, making variations only as required to use 2-amino-4-trifluoromethylthiazole-5-carboxylic acid benzylamide in place of 2-amino-4-methylthiazole-5-carboxylic acid 4-chlorobenzylamide to react with 4-pentylbenzoyl chloride, the title compound was obtained as a white solid in 89% yield; 1H NMR (CDCl3, 300 MHz) δ 13.18 (s, 1H), 9.28 (t, J=5.8 Hz, 1H), 8.02 (d, J=8.1 Hz, 2H), 7.36-7.23 (m, 7H), 4.41 (d, J=5.8 Hz, 2H), 2.61 (t, J=7.4 Hz, 2H), 1.58-1.51 (m, 2H), 1.26-1.20 (m, 4H), 0.81 (t, J=6.8 Hz, 3H); 13C NMR (CDCl3, 75 MHz) δ 166.2, 148.9, 139.1, 159.5, 158.7, 129.1, 128.9, 128.8, 127.9, 127.8, 127.7, 127.5, 43.4, 35.5, 31.3, 30.7, 22.4, 14.3; MS (ES+) m/z 476.1 (M+1).
Quellen und Nachweise
- ORD-Eintrag
- ord-f76e5b8f8ce8411db504f854e9d89134
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08541457B2
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