HCID 44622906, 화합물 → 3-tert-Butyl-1H-indol-5-amine

HRID 468332노트

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HRID 468332 반응식
[C:1]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=2)[NH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Ni]>[C:1]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[NH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

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HCID 44622906HCID 44622906, 화합물

생성물 1

HCID 573569123-tert-Butyl-1H-indol-5-amine수율 19.7%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

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온도
15 °C

실험 절차

To a solution of 3-tert-butyl-5-nitro-1H-indole (2.5 g, 11.6 mmol) in MeOH (30 mL) was added Raney Nickel (0.2 g) under N2 protection. The mixture was stirred under hydrogen atmosphere (1 atm) at 15° C. for 1 hr. The catalyst was filtered off and the filtrate was concentrated under vacuum to dryness. The residue was purified by preparative HLPC to afford 3-tert-butyl-1H-indol-5-amine (0.43 g, 19%). 1H NMR (CDCl3, 400 MHz) δ 7.72 (brs, 1H), 7.11 (d, J=8.4 Hz, 1H), 6.86 (d, J=2.0 Hz, 1H), 6.59 (dd, J=2.0, 8.4 Hz, 1H), 6.09 (d, J=1.6 Hz, 1H), 1.37 (s, 9H); MS (ESI) (M+H+) 189.1.

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under vacuum to dryness
  3. customThe residue was purified by preparative HLPC

출처 및 근거

ORD 기록
ord-f319f1c3a00b42128cf88be7b30ec6ea
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623905B2

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