تفاعل #586097

معادلة التفاعل

potassium hydroxide

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

methylamine

sodium cyanoborohydride

→

amine

المردود 83.0%

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

المردود 83.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 48 h
2. 2
   أخرىthe solvent was removed by rotary evaporation
3. 3
   استخلاصThe residue was extracted with chloroform (3×50 mL)
4. 4
   تجفيفdried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated by rotary evaporation

الإجراء التجريبي

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.

المصدر