Reacción #1031

Ecuación de reacción

DMF

cis-N-(3-methoxy-4-piperidinyl)-4-amino-5-chloro-2-((S)-1-methyl-2-butynyl)oxybenzamide

3-(4-fluorophenoxy)propyl bromide

triethylamine

→

title compound

Rendimiento 91.8%

cis-N-[1-[3-(4-Fluorophenoxyl)propyl]-3-methoxy-4-piperidinyl]-4-amino-5-chloro-2-((S)-1-methyl-2-butynyl)oxybenzamide

Rendimiento 91.8%

Disolventes

Ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled
2. 2
   LavadoThe obtained mixture was washed with water thrice
3. 3
   Secadodried over magnesium sulfate
4. 4
   OtroThe residue was purified by silica gel column chromatography (5% methanol/dichloromethane)

Procedimiento

A mixture comprising 0.10 g of the cis-N-(3-methoxy-4-piperidinyl)-4-amino-5-chloro-2-((S)-1-methyl-2-butynyl)oxybenzamide, 0.07 g of 3-(4-fluorophenoxy)propyl bromide, 0.20 g of triethylamine and 10 ml of DMF was stirred at 50° C. for 2 hours and cooled. Ethyl acetate was poured into the resulting mixture. The obtained mixture was washed with water thrice, dried over magnesium sulfate, and freed from the solvent. The residue was purified by silica gel column chromatography (5% methanol/dichloromethane) to give 0.13 g of the title compound.

Fuente