Aluminium lithium hydride → 4-[2-(3-Methyl-butylamino)-thiazol-4-yl]-benzylamine
反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][CH:8]([CH3:25])[CH2:9][CH2:10][NH:11][C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=2)[N:16]=1>C1COCC1>[CH3:7][CH:8]([CH3:25])[CH2:9][CH2:10][NH:11][C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:18]=[CH:19][C:20]([CH2:21][NH2:22])=[CH:23][CH:24]=2)[N:16]=1参加物
4
反応条件
- 温度
- 60 °C
実験手順
Add lithium aluminum hydride (210 mg, 5.5 mmol) portionwise over 3 min to a solution of 4-[2-(3-methyl-butylamino)-thiazol-4-yl]-benzonitrile (500 mg, 1.8 mmol) in THF (20 mL) at room temperature under a nitrogen atmosphere. Stir the mixture for 1 h at 60° C. Cool the mixture, quench slowly with water (0.2 mL) and 1N NaOH (0.2 mL). Add sodium sulfate to absorb residual water, filter the mixture through Celite®, wash with DCM (50 mL) and concentrate in vacuo. Purify the residue by SCX chromatography to obtain the desired intermediate (493 mg, 97%). MS (ES+) m/z: 276 (M+H)+.