Reacción #11897

Ecuación de reacción

4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonyl chloride

n-BuNH2

→

title compound

Rendimiento 91.2%

N-Butyl-4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonamide

Rendimiento 91.2%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter reaction
2. 2
   Otrothe solvents were evaporated off under reduced pressure
3. 3
   Otrothe residue partitioned between EtOAc (10 mL) & 2 M HCl (3 mL)
4. 4
   LavadoThe organic phase was washed with H2O (2 mL), 1 M NaOH (3 mL), & brine (2 mL)
5. 5
   Secadobefore being dried (MgSO4)
6. 6
   FiltraciónFiltration & solvent evaporation

Procedimiento

4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonyl chloride (Preparation 1, 26 mg, 65 μmol) was reacted with an excess of n-BuNH2 (190 mg, 2600 μmol) by the same procedure used for Example 1. After reaction, the solvents were evaporated off under reduced pressure & the residue partitioned between EtOAc (10 mL) & 2 M HCl (3 mL). The organic phase was washed with H2O (2 mL), 1 M NaOH (3 mL), & brine (2 mL), before being dried (MgSO4). Filtration & solvent evaporation furnished the title compound (26 mg, 84%): δH ((CD3)2SO)=0.75 (t, 3H), 1.20–1.35 (m, 4H), 2.65 (m, 2H), 4.15 (s, 2H), 6.95 (s, 1H), 7.35–7.55 (m, 5H), 7.70 (d, 2H); m/z (ES+)=480.2 [M+H+MeCN]+.

Fuente