5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → HCID 16722799, compound
Reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[F:17][C:18]([F:30])([F:29])[O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](O)=O>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:14][C:22]([C:21]2[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=2[O:19][C:18]([F:17])([F:29])[F:30])=[N:16][N:15]=1Participants
3
Procedure
As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 2-(trifluoromethoxy)-benzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 134 mg, 38%) which was obtained as a white solid. MS: m/e=388.0 [M+H]+.
Sources & evidence
- ORD record
- ord-45898a23876b4193a3a7f066ed1c2b28
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07541372B2
Reaction notes
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