1-(Bromomethyl)-4-(trifluoromethyl)benzene → ethyl 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylate

HRID 560744Notes

Reaction equation

HRID 560744 reaction equation
FC(F)(F)C1C=CC(CBr)=CC=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH:22]([F:24])[F:23])=[CH:17][CH:16]=1.[CH3:25][C:26]1[N:27]=[C:28]([N:36]2[C:40](=[O:41])[NH:39][N:38]=[CH:37]2)[S:29][C:30]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32]>>[F:23][CH:22]([F:24])[O:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:39]2[C:40](=[O:41])[N:36]([C:28]3[S:29][C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[C:26]([CH3:25])[N:27]=3)[CH:37]=[N:38]2)=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 27370014-(Difluoromethoxy)benzyl BromideHCID 57920013ethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate

Product 1

HCID 58031580ethyl 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylateYield 79%

Procedure

Following the procedure as described in Example 19, making variation as required to replace 4-(trifluoromethyl)benzyl bromide with 1-(bromomethyl)-4-(difluoromethoxy)benzene to react with ethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate, the title compound was obtained as a white solid in 79% yield:

Sources & evidence

ORD record
ord-eab81e29297646a3a0f5c60a18e4bdef
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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