Reacción #71426

Ecuación de reacción

1-(4-methoxy-benzyl)-2,2-dimethyl-4-(5-nitro-pyridin-2-ylmethyl)-piperazine

→

title compound

Rendimiento 77.7%

6-[4-(4-Methoxy-benzyl)-3,3-dimethyl-piperazin-1-ylmethyl]-pyridin-3-ylamine

Rendimiento 77.7%

Disolventes

MeOH THF

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through a pad of celite
2. 2
   Concentraciónthe filtrate was concentrated
3. 3
   OtroThe residue was purified by silica gel column chromatography (DCM/NH3aq, 99:1→DCM/MeOH/NH3aq, 97:2:1)

Procedimiento

A suspension of 1-(4-methoxy-benzyl)-2,2-dimethyl-4-(5-nitro-pyridin-2-ylmethyl)-piperazine (Step 112.2) (0.640 g, 1.72 mmol) and Raney Nickel (0.150 g) in MeOH/THF (1:1, v/v; 50 mL) was stirred for 20 h at rt, under a hydrogen atmosphere. The mixture was filtered through a pad of celite and the filtrate was concentrated. The residue was purified by silica gel column chromatography (DCM/NH3aq, 99:1→DCM/MeOH/NH3aq, 97:2:1) to afford 455 mg of the title compound as a yellow foam. Title compound: ESI-MS: 341.3 [M+H]+; tR=1.71 min (System 1); TLC: Rf=0.30 (DCM/MeOH, 9:1).

Fuente