Hydrazine → 1-(3-Benzylquinolin-2-yl)-2-methylpropan-1-amine

HRID 271825노트

반응식

HRID 271825 반응식
[CH2:1]([C:8]1[C:9]([CH:18]([N:22]2C(=O)C3C(=CC=CC=3)C2=O)[CH:19]([CH3:21])[CH3:20])=[N:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN>C(O)C>[CH2:1]([C:8]1[C:9]([CH:18]([NH2:22])[CH:19]([CH3:20])[CH3:21])=[N:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 9321Hydrazine2회HCID 598361922-[1-(3-benzylquinolin-2-yl)-2-methylpropyl]-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 598361941-(3-Benzylquinolin-2-yl)-2-methylpropan-1-amine수율 49.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 1-(3-benzylquinolin-2-yl)-2-methylpropan-1-amine 14 (91 mg, 1 eq.) in ethanol (2 ml), was added hydrazine (10 μl, 1.5 eq). The reaction was stirred at room temperature for an hour but very little product was detected. It was heated to 40° C. for 3 h and the 27% starting material was detected. More hydrazine (10 μl, 1.5 eq) was added and the reaction mixture was stirred for another half hour. The precipitate was filtered through a PTFE filter and washed with more CH2Cl2. The filtrate was concentrated and the crude product was purified by flash chromatography to yield 31 mg of 1-(3-benzylquinolin-2-yl)-2-methylpropan-1-amine 15 as clear oil.

후처리

  1. temperatureIt was heated to 40° C. for 3 h
  2. stirringthe reaction mixture was stirred for another half hour
  3. filtrationThe precipitate was filtered through a PTFE
  4. filtrationfilter
  5. washwashed with more CH2Cl2
  6. concentrationThe filtrate was concentrated
  7. customthe crude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-1ccb259b663744748296a19b0b5c74bb
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452996B2

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