Isopropyl iodide → 4-(4-Isopropyl-3,5-dimethylpiperazin-1-yl)benzaldehyde

HRID 591658ノート

反応式

HRID 591658 の反応式
[CH3:1][CH:2]1[NH:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[CH2:3]1.C([O-])([O-])=O.[K+].[K+].I[CH:24]([CH3:26])[CH3:25]>CC#N>[CH:24]([N:7]1[CH:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[CH2:5][CH:6]1[CH3:8])([CH3:26])[CH3:25]

参加物

5

反応物 3

HCID 6362Isopropyl iodide2 回HCID 11430Potassium Carbonate2 回HCID 866620204-(3,5-Dimethylpiperazin-1-yl)benzaldehyde

生成物 1

HCID 866620244-(4-Isopropyl-3,5-dimethylpiperazin-1-yl)benzaldehyde収率 46%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a mixture of 4-(3,5-dimethylpiperazin-1-yl)benzaldehyde (1.0 g, 4.6 mmol) and K2CO3 (1.3 g, 9.2 mmol) in CH3CN (10 mL) was added 2-iodopropane (2.3 mL, 22.9 mmol) and the reaction was stirred at reflux temperature overnight. Additional 2-iodopropane (2.3 mL, 22.9 mmol) and K2CO3 (1.3 g, 9.2 mmol) were added and the reaction was continued to reflux overnight. The mixture was concentrated in vacuo and purified by flash chromatography on silica gel, eluting with 1% to 10% MeOH/CH2Cl2, to afford 4-(4-isopropyl-3,5-dimethylpiperazin-1-yl)benzaldehyde (0.550 g, 46%).

後処理

  1. temperatureat reflux temperature overnight
  2. temperatureto reflux overnight
  3. concentrationThe mixture was concentrated in vacuo
  4. custompurified by flash chromatography on silica gel
  5. washeluting with 1% to 10% MeOH/CH2Cl2

出典と根拠

ORDレコード
ord-d3ee319918d14fa3962fcdbaa5613116
出典データセット
uspto-grants-2016_01
特許番号
US09238640B2

反応ノート

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