4-Fluorobenzyl bromide → ethyl 2-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylate

HRID 560705Notes

Reaction equation

HRID 560705 reaction equation
FC(F)(F)C1C=CC(CBr)=CC=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1.[CH3:22][C:23]1[N:24]=[C:25]([N:33]2[CH2:38][CH2:37][CH2:36][NH:35][C:34]2=[O:39])[S:26][C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29]>>[F:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:35]2[CH2:36][CH2:37][CH2:38][N:33]([C:25]3[S:26][C:27]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:23]([CH3:22])[N:24]=3)[C:34]2=[O:39])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 680214-Fluorobenzyl bromideHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 58031510ethyl 4-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)thiazole-5-carboxylate

Product 1

HCID 58031526ethyl 2-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylate

Procedure

Following the procedure as described in Example 13, making variations as required to replace 4-(trifluoromethyl)benzyl bromide with 1-(bromomethyl)-4-fluorobenzene to react with ethyl 4-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)thiazole-5-carboxylate, the title compound was obtained as a colorless solid in quantitative yield: MS (ES+) m/z 378.2 (M+1).

Sources & evidence

ORD record
ord-f1122b90979f43cea2d5017acc5234b3
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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