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

HRID 271825ノート

反応式

HRID 271825 の反応式
[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

参加物

4

反応物 2

HCID 9321Hydrazine2 回HCID 598361922-[1-(3-benzylquinolin-2-yl)-2-methylpropyl]-1H-isoindole-1,3(2H)-dione

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1ccb259b663744748296a19b0b5c74bb
出典データセット
uspto-grants-2008_11
特許番号
US07452996B2

反応ノート

読み込み中…