2-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)ethanol → HCID 28492268, compound
Reaction equation
[CH3:1][C:2]1[C:6]([N+:7]([O-])=O)=[C:5]([CH3:10])[N:4]([CH2:11][CH2:12][OH:13])[N:3]=1>CCOC(C)=O.CCO.O=[Pt]=O>[NH2:7][C:6]1[C:2]([CH3:1])=[N:3][N:4]([CH2:11][CH2:12][OH:13])[C:5]=1[CH3:10]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To a solution of 2-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)ethanol (624 mg, 3.37 mmol) in EtOAc (1.2 mL, degassed) and EtOH (3.6 mL, degassed), PtO2 (66 mg, 0.34 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 30 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with EtOH. The filtrate was concentrated to obtain 2-(4-amino-3,5-dimethyl-1H-pyrazol-1-yl)ethanol as a pale brown solid, which was used in the next step without further purification. LC-MS conditions A: tR=0.16 min, [M+H]+=156.29.