Benzyl Bromide → Ethyl 4-methyl-2-(2-oxo-3-(4-(trifluoromethoxy)benzyl)imidazolidin-1-yl)thiazole-5-carboxylate
Reaction equation
C(Br)C1C=CC=CC=1.[F:9][C:10]([F:21])([F:20])[O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[CH:14][CH:13]=1.[CH3:22][C:23]1[N:24]=[C:25]([N:33]2[CH2:37][CH2:36][NH:35][C:34]2=[O:38])[S:26][C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29]>>[CH3:22][C:23]1[N:24]=[C:25]([N:33]2[CH2:37][CH2:36][N:35]([CH2:16][C:15]3[CH:18]=[CH:19][C:12]([O:11][C:10]([F:21])([F:20])[F:9])=[CH:13][CH:14]=3)[C:34]2=[O:38])[S:26][C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29]Participants
4
Procedure
Following the procedure as described in Example 5, making variations to replace benzyl bromide with 4-(trifluoromethoxy)benzyl bromide to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 90% yield: 1H NMR (300 MHz, DMSO-d6) δ 7.32 (d, J=8.7 Hz, 2H), 7.18 (d, J=8.7 Hz, 2H), 4.48 (s, 2H), 4.27 (q, J=7.2 Hz, 2H), 4.08 (t, J=7.8 Hz, 2H), 3.46 (t, J=7.8 Hz, 2H), 2.60 (s, 3H), 1.32 (t, J=7.2 Hz, 3H); MS (ES+) m/z 430.2 (M+1).
Sources & evidence
- ORD record
- ord-963201f72a38443a86861d1569227322
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063084B2
Reaction notes
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