Reacción #507960

Ecuación de reacción

(2S)-benzyl-methyl-[5-(1,3,5-trimethyl-1 H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine

MeOH

→

methylamine

Rendimiento 91.6%

(2S)-Methyl-[5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine

Rendimiento 91.6%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added to the suspension
2. 2
   FiltraciónIt was filtered through Celite
3. 3
   Lavadowashing with AcOEt (2×100 mL)
4. 4
   Concentraciónthe solvent was concentrated off

Procedimiento

A solution of (2S)-benzyl-methyl-[5-(1,3,5-trimethyl-1 H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine (3.70 g, 10.291 mmol) in THF (20 mL) was added to Pd/C (1.20 g, 10% weight of Pd on activated carbon), and MeOH (120 mL) was added to the suspension. The reaction mixture was stirred under H2 overnight (ca. 16 h). It was filtered through Celite washing with AcOEt (2×100 mL) and the solvent was concentrated off to give 2.54 g of the methylamine as pale brown oil. The crude was purified by flash chromatography on silica gel (10-20-60% MeOH/CH2Cl2), to yield 2.05 g of the title product (Rf=0.3 (AcOEt/MeOH/Et3N 20:3:2), pale yellow coloured oil, 74% yield).

Fuente