(Dimethyl sulfide)trihydroboron → (cis)-3-(Aminomethyl)-1-(phenylmethyl)-4-piperidinol

Temperatur

80 °C

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.

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

ORD-Eintrag

ord-195aa1c634cc4890bc0ef7b3f3fc6293

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07732461B2