Ethanol → 2-(5-amino-1-p-tolyl-1H-pyrazol-3-yl)-2-methylpropan-1-ol
Reaction equation
[OH:1][CH2:2][C:3]([CH3:10])([CH3:9])[C:4](=O)[CH2:5][C:6]#[N:7].Cl[NH:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[CH2:20](O)C>>[NH2:7][C:6]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[N:12]=[C:4]([C:3]([CH3:10])([CH3:9])[CH2:2][OH:1])[CH:5]=1Participants
4
Conditions
- Temperature
- 90 °C
Procedure
5-hydroxy-4,4-dimethyl-3-oxopentanenitrile (0.32 g, 2.27 mmol) and 1-chloro-2-phenylhydrazine (0.361 g, 2.49 mmol) were combined in ethanol and heated at 90° C. for 8 hours. The reaction was cooled and concentrated, and the residue was triturated with ethyl acetate. The solids were collected by filtration, triturated with acetone and rinsed to isolate 36 mg of the title compound as a pure white solid. MS M+1(246).