1-(Bromomethyl)-4-(trifluoromethyl)benzene → Ethyl 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate

HRID 560692Notes

Reaction equation

HRID 560692 reaction equation
FC(F)(F)C1C=CC(CBr)=CC=1.Br[CH2:14][C:15]1[C:16]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:17]=2[S:18][CH:19]=1.[CH3:25][C:26]1[N:27]=[C:28]([N:36]2[CH2:40][CH2:39][NH:38][C:37]2=[O:41])[S:29][C:30]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32]>>[Cl:24][C:22]1[CH:21]=[CH:20][C:17]2[S:18][CH:19]=[C:15]([CH2:14][N:38]3[CH2:39][CH2:40][N:36]([C:28]4[S:29][C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[C:26]([CH3:25])[N:27]=4)[C:37]3=[O:41])[C:16]=2[CH:23]=1

Participants

4

Reactant 3

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 27798573-(Bromomethyl)-5-chloro-1-benzothiopheneHCID 57919776Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate

Product 1

HCID 58031618Ethyl 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylateYield 65%

Procedure

Following the procedure as described in Example 13, making variations as required to replace 4-(trifluoromethyl)benzyl bromide with 3-(bromomethyl)-5-chlorobenzo[b]thiophene to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained as a colorless solid in 65% yield: MS (ES+) m/z 436.1 (M+1).

Sources & evidence

ORD record
ord-40ba5c19c1304ebb9b5fec70594aa466
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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