4-Fluorobenzyl bromide → Ethyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate

HRID 1882379Notes

Reaction equation

HRID 1882379 reaction equation
BrCC1CC1(F)F.[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Br)=[CH:11][CH:10]=1.[CH3:17][C:18]1[N:19]=[C:20]([N:28]2[CH2:32][CH2:31][NH:30][C:29]2=[O:33])[S:21][C:22]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][N:30]2[CH2:31][CH2:32][N:28]([C:20]3[S:21][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:18]([CH3:17])[N:19]=3)[C:29]2=[O:33])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 680214-Fluorobenzyl bromideHCID 27614022-(Bromomethyl)-1,1-difluorocyclopropaneHCID 57919776Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate

Product 1

HCID 57919911Ethyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylateYield 98%

Procedure

Following the procedure as described in Preparation 13, making variations to replace bromomethyl-2,2-difluorocyclopropane with 4-fluorobenzyl bromide to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 98% yield: MS (ES+) m/z 364.2 (M+1).

Workup

  1. customas described in Preparation 13

Sources & evidence

ORD record
ord-9b5a6bb642734ada8f04d7bf1a7fd17a
Source dataset
uspto-grants-2012_11
Patent number
US08318949B2

Reaction notes

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