Réaction #1031

Équation de réaction

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

Rendement 91.8%

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

Rendement 91.8%

Solvants

Ethyl acetate

Conditions de réaction

Traitement

1. 1
   Températurecooled
2. 2
   LavageThe obtained mixture was washed with water thrice
3. 3
   Séchagedried over magnesium sulfate
4. 4
   AutreThe residue was purified by silica gel column chromatography (5% methanol/dichloromethane)

Mode opératoire

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.

Source