Reacción #61196

Ecuación de reacción

1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylate sodium salt

2-piperidin-1-yl-phenylamine

EDCI

DMF

→

white solid

Rendimiento 99.9%

1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amide

Rendimiento 99.9%

Disolventes

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with brine (2×10 mL)
2. 2
   Secadothe organic layer was dried over Na2SO4
3. 3
   Concentraciónconcentrated
4. 4
   LavadoThe title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane

Procedimiento

A flask was charged with 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylate sodium salt (70 mg, 0.26 mmol) (as prepared in the previous step), 2-piperidin-1-yl-phenylamine (36 mg, 0.20 mmol), EDCI (60 g, 0.31 mmol), DMAP (25 mg, 0.20 mmol), and DMF (1 mL) and stirred for 3 h at RT. The reaction was diluted with EtOAc (10 mL) and washed with brine (2×10 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane to give 80 mg (97%) of a white solid. Mass spectrum (ESI, m/z): Calcd. for C21H32N4O2Si, 401.2 (M+H), found 401.1.

Fuente