Benzyl Bromide → 1-(4-Methylthiazol-2-yl)-3-(4-(trifluoromethyl)benzyl)imidazolidin-2-one

HRID 2067362Notes

Reaction equation

HRID 2067362 reaction equation
C(Br)C1C=CC=CC=1.[F:9][C:10]([F:20])([F:19])[C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Br)=[CH:13][CH:12]=1.[CH3:21][C:22]1[N:23]=[C:24]([N:27]2[CH2:31][CH2:30][NH:29][C:28]2=[O:32])[S:25][CH:26]=1>>[CH3:21][C:22]1[N:23]=[C:24]([N:27]2[CH2:31][CH2:30][N:29]([CH2:15][C:14]3[CH:17]=[CH:18][C:11]([C:10]([F:20])([F:19])[F:9])=[CH:12][CH:13]=3)[C:28]2=[O:32])[S:25][CH:26]=1

Participants

4

Reactant 3

HCID 7498Benzyl BromideHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 20636586HCID 20636586, compound

Product 1

HCID 594812751-(4-Methylthiazol-2-yl)-3-(4-(trifluoromethyl)benzyl)imidazolidin-2-oneYield 42%

Procedure

Following the procedure as described in Example 5, making variations to replace benzyl bromide with 4-(trifluoromethyl)benzyl bromide to react with 1-(4-methylthiazol-2-yl)imidazolidin-2-one, the title compound was obtained in 42% yield: mp 102-103° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 7.58 (d, J=8.1 Hz, 2H), 7.39 (d, J=8.1 Hz, 2H), 6.42 (s, 1H), 4.51 (s, 2H), 4.10-4.04 (m, 2H), 3.45-3.39 (m, 2H), 2.29 (s, 3H); MS (ES+) m/z 342.2 (M+1).

Sources & evidence

ORD record
ord-6c87f9a09b304c5e8da3a7aa9f6e5147
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

Loading…