Réaction #2076927

Équation de réaction

3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-benzenesulfonyl chloride

2-(2-methoxy-ethoxy)-ethylamine

→

title compound

Rendement 68.4%

N-[2-(2-Methoxy-ethoxy)-ethyl]-3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-benzenesulfonamide

Rendement 68.4%

Solvants

EtOAc

THF

Conditions de réaction

Traitement

1. 1
   Lavagewashed with 5% citric acid, sat. NaHCO3-sol
2. 2
   AutreRemoval of the solvent in vacuum
3. 3
   workup.WAITleft a crude product, which
4. 4
   Autrewas purified by silica gel column chromatography with EtOAc

Mode opératoire

The title compound was prepared from 3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-benzenesulfonyl chloride (example I.2) (0.200 g, 0.409 mmol) by treatment with commercially available 2-(2-methoxy-ethoxy)-ethylamine [CAS-no. 31576-51-9] (0.244 mg, 2.04 mmol) in THF (5 mL) at 23° C. for 16 h. Diluted with EtOAc, washed with 5% citric acid, sat. NaHCO3-sol. and brine, dried organic layer over Na2SO4. Removal of the solvent in vacuum left a crude product, which was purified by silica gel column chromatography with EtOAc followed by trituration with diethyl ether/heptane to give the title compound (0.160 g, 68%) as a light yellow oil. MS (ISP) 572.2 [(M+H)+].

Source