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

HRID 482344

반응식

HRID 482344 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1c98404b27ed402791ff60fcc610f772
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05795887

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