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

HRID 19587ノート

反応式

HRID 19587 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-ced9d1d51268491a831fde3de0687dce
出典データセット
uspto-grants-2010_06
特許番号
US07745450B2

反応ノート

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