ethyl 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylate → 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylic acid

HRID 560752Notes

Reaction equation

HRID 560752 reaction equation
CC1N=C(N2C(=O)N(CC3C=CC(C(F)(F)F)=CC=3)N=C2)SC=1C(OCC)=O.[F:29][CH:30]([F:56])[O:31][C:32]1[CH:55]=[CH:54][C:35]([CH2:36][N:37]2[C:41](=[O:42])[N:40]([C:43]3[S:44][C:45]([C:49]([O:51]CC)=[O:50])=[C:46]([CH3:48])[N:47]=3)[CH:39]=[N:38]2)=[CH:34][CH:33]=1>>[F:56][CH:30]([F:29])[O:31][C:32]1[CH:55]=[CH:54][C:35]([CH2:36][N:37]2[C:41](=[O:42])[N:40]([C:43]3[S:44][C:45]([C:49]([OH:51])=[O:50])=[C:46]([CH3:48])[N:47]=3)[CH:39]=[N:38]2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 58031580ethyl 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylateHCID 58031587ethyl 4-methyl-2-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate

Product 1

HCID 580314632-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylic acidYield 91%

Procedure

Following the procedure as described in Example 20, making variation as required to replace ethyl 4-methyl-2-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate with ethyl 2-(1-(4-(difluoromethoxy)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a white solid in 91% yield: MS (ES−) m/z 381.1 (M−1).

Sources & evidence

ORD record
ord-7daf515910714c33802a91f14a8a5f65
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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