1-[5-Nitroindole-2-carbonyl]-4-[3-(1,1-dimethylpropylamino)-2-pyridinyl]piperazine → 1-[5-Aminoindole-2-carbonyl]-4-[3-(1,1-dimethylpropylamino)-2-pyridinyl]piperazine

HRID 2293782노트

반응식

HRID 2293782 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]3[C:26]([NH:27][C:28]([CH3:32])([CH3:31])[CH2:29][CH3:30])=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:17][CH2:16]1)=[O:14])=[CH:7]2)([O-])=O>CN(C)C=O.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]3[C:26]([NH:27][C:28]([CH3:31])([CH3:32])[CH2:29][CH3:30])=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:17][CH2:16]1)=[O:14])=[CH:7]2

참가 물질

4

반응물 1

HCID 214775991-[5-Nitroindole-2-carbonyl]-4-[3-(1,1-dimethylpropylamino)-2-pyridinyl]piperazine

생성물 1

HCID 214776001-[5-Aminoindole-2-carbonyl]-4-[3-(1,1-dimethylpropylamino)-2-pyridinyl]piperazine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21901440N,N-dimethylformamide methanol용매

실험 절차

To a solution of 1-[5-nitroindole-2-carbonyl]-4-[3-(1,1-dimethylpropylamino)-2-pyridinyl]piperazine (PREPARATION 67, 1.00 g) in dimethylformamide/methanol (200 ml, 50/50) under nitrogen is added palladium on carbon (10%, 250 mg). The mixture is put under hydrogen (balloon) for 4 hr and nitrogen for 17 hr, filtered through a pad of celite, and concentrated under reduced pressure to give the title compound, NMR (CDCl3) 9.25, 7.66, 7.24, 7.06, 6.88, 6.76, 6.63, 4.58, 4.05, 3.35, 3.14, 1.73, 1.35 and 0.91.

후처리

  1. waitnitrogen for 17 hr
  2. filtrationfiltered through a pad of celite
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cf4d9c5183d64787adeb83758cf1f546
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05686610

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