5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → HCID 16722801, 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].[CH2:17]([O:24][C:25]1[CH:33]=[CH:32][CH:31]=[CH:30][C:26]=1[C:27](O)=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([O:24][C:25]1[CH:33]=[CH:32][CH:31]=[CH:30][C:26]=1[C:27]1[O:14][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[N:15][N:16]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=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-benzyloxybenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 109 mg, 29%) which was obtained as a white solid. MS: m/e=410.1 [M+H]+.
Sources & evidence
- ORD record
- ord-74e7ce066f554ce39db6343bb39351c8
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07956074B2
Reaction notes
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