4-Fluorobenzyl bromide → ethyl 3-methyl-5-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylate

반응식

FC1C=CC(CBr)=CC=1.[F:10][C:11]([F:21])([F:20])[C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[CH:14][CH:13]=1.[CH3:22][C:23]1[CH:27]=[C:26]([N:28]2[C:32](=[O:33])[NH:31][N:30]=[CH:29]2)[S:25][C:24]=1[C:34]([O:36][CH2:37][CH3:38])=[O:35]>>[CH3:22][C:23]1[CH:27]=[C:26]([N:28]2[C:32](=[O:33])[N:31]([CH2:16][C:15]3[CH:18]=[CH:19][C:12]([C:11]([F:21])([F:20])[F:10])=[CH:13][CH:14]=3)[N:30]=[CH:29]2)[S:25][C:24]=1[C:34]([O:36][CH2:37][CH3:38])=[O:35]

참가 물질

반응물 3

HCID 680214-Fluorobenzyl bromide

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

HCID 59481255ethyl 3-methyl-5-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylate

생성물 1

HCID 58031663ethyl 3-methyl-5-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylate수율 94%

실험 절차

Following the procedure as described in Example 29, making variations as required to replace 4-fluorobenzyl bromide with 4-(trifluoromethyl)benzyl bromide to react with ethyl 3-methyl-5-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylate the title compound was obtained as a yellowish solid in 94% yield: 1H NMR (300 MHz, CDCl3) δ 7.75 (s, 1H), 7.62 (d, J=8.1 Hz, 2H), 7.51 (d, J=8.1 Hz, 2H), 6.95 (s, 1H), 5.07 (s, 2H), 4.32 (q, J=7.1 Hz, 2H), 2.55 (s, 3H), 1.36 (t, J=7.1 Hz, 3H); MS (ES+) m/z 412.2 (M+1).