反応 #586097

反応方程式

potassium hydroxide

2-((3-Pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one

methylamine

sodium cyanoborohydride

→

amine

収率 83.0%

3-Aminomethyl-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octane

収率 83.0%

溶媒

methanol

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 48 h
2. 2
   その他the solvent was removed by rotary evaporation
3. 3
   抽出The residue was extracted with chloroform (3×50 mL)
4. 4
   乾燥dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated by rotary evaporation

実験手順

2-((3-Pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one (2.16 g, 0.01 mol), methylamine (25 mL, 0.05 mol) and zinc chloride (5 mL, 0.005 mol) were added to dry methanol (30 mL) and stirred at room temperature for 30 min. Then, sodium cyanoborohydride (30 mL, 1.0M in THF) was added carefully and the mixture stirred at room temperature for 48 h. The mixture was adjusted to pH 10 using 2N potassium hydroxide and then the solvent was removed by rotary evaporation. The residue was extracted with chloroform (3×50 mL), dried (MgSO4), filtered and concentrated by rotary evaporation to yield the crude desired amine as a light yellow oil (2.40 g, 83% yield). The product was taken on to the next step without further purification.

出典