3-Hydrazino-4-methylbenzoic acid hydrochloride → HCID 57559704、化合物
反応式
Cl.[NH:2]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=[O:8])[NH2:3].[C:14]([CH:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])O)#[N:15].[Na]>FC(F)(F)C(O)=O>[CH2:22]([O:21][C:19]([C:17]1[CH:16]=[C:14]([NH2:15])[N:2]([C:4]2[CH:5]=[C:6]([C:7]([OH:9])=[O:8])[CH:10]=[CH:11][C:12]=2[CH3:13])[N:3]=1)=[O:20])[CH3:23]参加物
4
実験手順
To a solution of the above phenyl hydrazine intermediate, (50 mg, 0.247 mmol) in trifluoroacetic acid (TFA) (500 μL) was added sodium 2-cyano-1-ethoxycarbonyl-ethenol (49 mg, 0.298 mmol). The red mixture was heated to reflux for 2 h then cooled and concentrated. Purification by silica-gel chromatography (2% NH4OH/25% MeOH in EtOAc) provided 5-amino-1-(5-carboxy-2-methyl-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester (60 mg, 83%) as a white solid: ESI MS m/z 290 [C14H15N3O4+H]+.