1-(Bromomethyl)-4-(trifluoromethyl)benzene → ethyl 4-methyl-2-(5-oxo-1-(4,4,4-trifluorobutyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate

反応式

[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9]C(CBr)=CC=1.BrCCCC(F)(F)F.[CH3:21][C:22]1[N:23]=[C:24]([N:32]2[C:36](=[O:37])[NH:35][N:34]=[CH:33]2)[S:25][C:26]=1[C:27]([O:29][CH2:30][CH3:31])=[O:28]>>[CH3:21][C:22]1[N:23]=[C:24]([N:32]2[C:36](=[O:37])[N:35]([CH2:9][CH2:10][CH2:3][C:2]([F:1])([F:11])[F:12])[N:34]=[CH:33]2)[S:25][C:26]=1[C:27]([O:29][CH2:30][CH3:31])=[O:28]

参加物

反応物 3

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzene

HCID 5210064-Bromo-1,1,1-trifluorobutane

HCID 57920013ethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate

生成物 1

HCID 58031433ethyl 4-methyl-2-(5-oxo-1-(4,4,4-trifluorobutyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate収率 32%

実験手順

Following the procedure as described in Example 19, making variation as required to replace 4-(trifluoromethyl)benzyl bromide with 4-bromo-1,1,1-trifluorobutane to react with ethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate, the title compound was obtained as a white solid in 32% yield: 1H NMR (300 MHz, CDCl3) δ 8.28 (s, 1H), 4.29 (q, J=7.1 Hz, 2H), 3.92 (t, J=6.6 Hz, 2H), 2.64 (s, 3H), 2.99-1.96 (m, 4H), 1.35 (t, J=7.1 Hz, 3H); MS (ES+) m/z 365.3 (M+1).