Ethanol → 6,7-Dimethoxy-4-(3-aminopropoxy)quinoline

HRID 387741

反応式

HRID 387741 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][CH2:16][CH2:17][CH2:18][N:19]1C(=O)C2=CC=CC=C2C1=O.O.NN.C(O)C.CO>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][CH2:16][CH2:17][CH2:18][NH2:19]

参加物

6

反応物 4

HCID 702EthanolHCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 22936492N-(3-(6,7-dimethoxyquinolin-4-yloxy)propyl)phthalimide

生成物 1

HCID 229362886,7-Dimethoxy-4-(3-aminopropoxy)quinoline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-(3-(6,7-Dimethoxyquinolin-4-yloxy)propyl)phthalimide (600 mg, 1.53 mM), hydrazine monohydrate (300 mg, 6.12 mM), ethanol (5 ml), methanol (5 ml) and tetrahydrofuran (5 ml) were stirred for 2 hours under reflux. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (Fuji Silicia NH Type Silica Gel, chloroform:methanol=20:1) to obtain the target substance (150 mg) as a brown oil.

後処理

  1. temperatureunder reflux
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe residue was purified by silica gel chromatography (Fuji Silicia NH Type Silica Gel, chloroform:methanol=20:1)
  4. customto obtain the target substance (150 mg) as a brown oil

出典と根拠

ORDレコード
ord-dfeaa0df382d454a858f69a7c6d066f9
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

関連ノート

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