ethyl 4-methyl-2-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate → 4-methyl-2-(5-oxo-1-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylic acid

HRID 560758Notes

Reaction equation

HRID 560758 reaction equation
CC1N=C(N2C(=O)N(CC3C=CC(C(F)(F)F)=CC=3)N=C2)SC=1C(OCC)=O.[CH3:29][C:30]1[N:31]=[C:32]([N:40]2[C:44](=[O:45])[N:43]([CH2:46][C:47]3[O:48][C:49]([C:52]([F:55])([F:54])[F:53])=[CH:50][CH:51]=3)[N:42]=[CH:41]2)[S:33][C:34]=1[C:35]([O:37]CC)=[O:36]>>[CH3:29][C:30]1[N:31]=[C:32]([N:40]2[C:44](=[O:45])[N:43]([CH2:46][C:47]3[O:48][C:49]([C:52]([F:54])([F:53])[F:55])=[CH:50][CH:51]=3)[N:42]=[CH:41]2)[S:33][C:34]=1[C:35]([OH:37])=[O:36]

Participants

3

Reactant 2

HCID 58031587ethyl 4-methyl-2-(5-oxo-1-(4-(trifluoromethyl)benzyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylateHCID 58031650ethyl 4-methyl-2-(5-oxo-1-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate

Product 1

HCID 580315364-methyl-2-(5-oxo-1-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylic acidYield 84%

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 4-methyl-2-(5-oxo-1-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate, the title compound was obtained as a white solid in 84% yield: MS (ES−) m/z 373.0 (M−1).

Sources & evidence

ORD record
ord-f1b911e97bb041e49a0d1159223b7097
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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