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5-ethyl-6-nitro-1H-indole → 5-ethyl-1H-indol-6-ylamine

HRID 73949
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HRID 73949 반응식
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[N+:12]([O-])=O)[NH:8][CH:7]=[CH:6]2)[CH3:2]>[Ni]>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[NH2:12])[NH:8][CH:7]=[CH:6]2)[CH3:2]
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참가 물질

3

반응물 1

HCID 574702065-ethyl-6-nitro-1H-indole

생성물 1

HCID 571146005-ethyl-1H-indol-6-ylamine수율 48%

시약·촉매·용매 1

HCID 935Nickel촉매

실험 절차

A suspension of 5-ethyl-6-nitro-1H-indole (1.9 g, 10 mmol) and Raney Ni (1 g) was stirred under H2 (1 atm) at room temperature for 2 h. The catalyst was filtered off and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to give 5-ethyl-1H-indol-6-ylamine (B-23) (760 mg, 48%). 1H NMR (CDCl3) δ 7.90 (br s, 1H), 7.41 (s, 1H), 7.00 (s, 1H), 6.78 (s, 2H), 6.39 (s, 1H), 3.39 (br s, 2H), 2.63 (q, J=7.2 Hz, 2H), 1.29 (t, J=6.9 Hz, 3H); ESI-MS 161.1 m/z (MH+).

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-eb06e44bb6404e5d9457a950c1718a58
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829204B2

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