Reaktion #2076927
ord-ca22774bae5c47c8a35e7094c9809c28
Reaktionsgleichung
3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-benzenesulfonyl chloride
2-(2-methoxy-ethoxy)-ethylamine
→
title compound
Ausbeute 68.4%
N-[2-(2-Methoxy-ethoxy)-ethyl]-3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-benzenesulfonamide
Ausbeute 68.4%
Edukte
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Waschenwashed with 5% citric acid, sat. NaHCO3-sol
- 2SonstigeRemoval of the solvent in vacuum
- 3workup.WAITleft a crude product, which
- 4Sonstigewas purified by silica gel column chromatography with EtOAc
Vorschrift
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)+].