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

HRID 591658노트

반응식

HRID 591658 반응식
[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]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodide2회HCID 11430Potassium Carbonate2회HCID 866620204-(3,5-Dimethylpiperazin-1-yl)benzaldehyde

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d3ee319918d14fa3962fcdbaa5613116
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238640B2

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