Methanol → 4-amino-3-(propan-2-yl)-1H-pyrazole-5-carboxamide

HRID 19587노트

반응식

HRID 19587 반응식
[CH:1]([C:4]1[NH:8][N:7]=[C:6]([C:9]([NH2:11])=[O:10])[C:5]=1[N+:12]([O-])=O)([CH3:3])[CH3:2].CO>[Ni].O>[NH2:12][C:5]1[C:6]([C:9]([NH2:11])=[O:10])=[N:7][NH:8][C:4]=1[CH:1]([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 887MethanolHCID 160997461H-Pyrazole-3-carboxamide, 5-(1-methylethyl)-4-nitro-

생성물 1

HCID 160997494-amino-3-(propan-2-yl)-1H-pyrazole-5-carboxamide수율 89%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 962Water용매

실험 절차

To a solution of 5-isopropyl-4-nitropyrazol-3-carboxamide (2.57 g; 12.97 mmol), methanol (20 mL) and water (5 mL) was added 0.7 g Raney Ni (W5). The mixture was stirred under hydrogen atmosphere (760 torr) for four hours. The reaction mixture was filtered, the filtrate was concentrated to dryness in vacuo and the residue was recrystallized from ethyl acetate to yield 1.94 g (89%) of the product. The product was purified by chromatography on silica gel, the mixture of chloroform/methanol (97/3) was used as mobile phase. Yield 95%; mp=178-179° C.; MS (ES+): 169.1 (100%, M+H+). 1H NMR (CD3OD; 400 MHz): 1.31 d (6H; J=7.5 Hz), 3.06 sept (1H; J=7.5 Hz), 4.83 s (2H).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness in vacuo
  3. customthe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-ced9d1d51268491a831fde3de0687dce
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745450B2

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