4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole → 1-(Tetrahydro-2H-pyran-4-YL)-1H-pyrazol-4-amine
반응식
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[CH:8]=1)([O-])=O>CO.[Pd]>[O:12]1[CH2:11][CH2:10][CH:9]([N:7]2[CH:8]=[C:4]([NH2:1])[CH:5]=[N:6]2)[CH2:14][CH2:13]1참가 물질
4
실험 절차
To the above 4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (0.45 g) in MeOH (5 mL) was added 5% Pd/C (0.045 g). The reaction vessel was evacuated and filled with H2 (3×). The reaction was stirred under H2 (1.1 KPa) at room temperature overnight. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was purified by column chromatography (CH2Cl2/MeOH=6/1 then 1/1) to give 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine (0.17 g, 78% yield for 2 steps). 1H NMR (500 MHz, CDCl3): δ 7.17 (s, 1H), 7.06 (s, 1H), 4.22 (m, 1H), 4.10-4.06 (m, 2H), 3.53-3.49 (m, 2H), 2.06-1.99 (m, 4H). LCMS (ESI) m/z: 168.1 [M+H+].