تفاعل #43618

معادلة التفاعل

(cis)-4-hydroxy-1-(phenylmethyl)-3-piperidinecarboxamide

borane methyl sulphide

→

(cis)-3-(aminomethyl)-1-(phenylmethyl)-4-piperidinol

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction mixtures
2. 2
   أخرىthe solvent was removed under reduced pressure
3. 3
   أخرىto provide 4.6 g of the desired pure compound and 1.1 g of less pure material

الإجراء التجريبي

A solution of (cis)-4-hydroxy-1-(phenylmethyl)-3-piperidinecarboxamide (0.7 g, 3 mmol) in THF (6 ml) was treated with a borane-methyl sulphide complex (2M solution in THF, 3.3 ml). The reaction mixture was heated at 80° C. for 1300 s under microwave irradiation conditions. This was repeated twelve times and then the reaction mixtures were combined and the solvent was removed under reduced pressure and the residue was subjected to column chromatography on silica gel using a dichloromethane, methanol and aqueous ammonia gradient (20% methanol/dichloromethane-20% 2M ammonia in methanol/dichloromethane) to provide 4.6 g of the desired pure compound and 1.1 g of less pure material.

المصدر