tert-Butyl 7-nitro-1H-indazole-1-carboxylate → tert-Butyl 7-amino-1H-indazole-1-carboxylate

HRID 482344

反応式

HRID 482344 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[N:10]=[CH:9]2)([O-])=O>[Pd].C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[N:10]=[CH:9]2

参加物

4

反応物 1

HCID 15606021tert-Butyl 7-nitro-1H-indazole-1-carboxylate

生成物 1

HCID 19063674tert-Butyl 7-amino-1H-indazole-1-carboxylate収率 97.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 7-Nitro-1-tert-butoxycarbonyl-indazole (1.000 g, 3.798 mmol), prepared as in Intermediate 25, and palladium on carbon (10 wt %, 0.10 g) in ethyl acetate (25 mL) at ambient temperature is stirred under atmospheric hydrogen overnight. The mixture is filtered through celite and concentrated in vacuo to an oil which solidified under high vacuum to provide the title compound as a purple solid (0.860 g, 3.686 mmol). 1H NMR (300 MHz, d6-DMSO) δ=1.59 (b, 9H); 6.13 (b, 2H); 6.76 (d, J=7.6 Hz, 1H); 6.97 (d, J=7.6 Hz, 1H); 7.04-7.07 (m, 1H); 8.24 (s, 1H). TLC: Rf =0.47 (25:75 ethyl acetate: n-hexane).

後処理

  1. filtrationThe mixture is filtered through celite and
  2. concentrationconcentrated in vacuo to an oil which

出典と根拠

ORDレコード
ord-1c98404b27ed402791ff60fcc610f772
出典データセット
uspto-grants-1998_08
特許番号
US05795887

関連ノート

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