4-Bromo-1,1,1-trifluorobutane → Ethyl 4-methyl-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxylate

HRID 1882380Notes

Reaction equation

HRID 1882380 reaction equation
BrCC1CC1(F)F.Br[CH2:9][CH2:10][CH2:11][C:12]([F:15])([F:14])[F:13].[CH3:16][C:17]1[N:18]=[C:19]([N:27]2[CH2:31][CH2:30][NH:29][C:28]2=[O:32])[S:20][C:21]=1[C:22]([O:24][CH2:25][CH3:26])=[O:23]>>[CH3:16][C:17]1[N:18]=[C:19]([N:27]2[CH2:31][CH2:30][N:29]([CH2:9][CH2:10][CH2:11][C:12]([F:15])([F:14])[F:13])[C:28]2=[O:32])[S:20][C:21]=1[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

4

Reactant 3

HCID 5210064-Bromo-1,1,1-trifluorobutaneHCID 27614022-(Bromomethyl)-1,1-difluorocyclopropaneHCID 57919776Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate

Product 1

HCID 57919843Ethyl 4-methyl-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxylateYield 98%

Procedure

Following the procedure as described in Preparation 13, making variations to replace bromomethyl-2,2-difluorocyclopropane with 4-bromo-1,1,1-trifluorobutane 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 366.1 (M+1).

Workup

  1. customas described in Preparation 13

Sources & evidence

ORD record
ord-e29c45af873f4dd9b47424a7edb57989
Source dataset
uspto-grants-2012_11
Patent number
US08318949B2

Reaction notes

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