Pyridine → HCID 10407518, compound

Participants

Reaction Steps

A solution of 1-methyl-2-oxo-4-trifluoromethyl-1,2-dihydroquinoline-6-sulfonyl chloride (Preparation 1, 65 mg, 200 μmol) in anhydrous DMF (1.5 mL) was contacted with PhNH2 (19 μL, 210 μmol), employing pyridine (17 μL, 220 μmol) as base), before being stirred overnight under N2. The reaction mixture was diluted with EtOAc (70 mL), before being washed with H2O (30 mL), 1 M HCl (30 mL), H2O (30 mL), saturated aqueous NaHCO3 (30 mL), H2O (30 mL), & brine (30 mL). After drying (MgSO4), the organic phase was filtered & concentrated to give a residue that was recrystallised from EtOAc-PE to furnish the title compound (39 mg, 50%): δH ((CD3)2SO)=3.60 (s, 3H), 7.00 (s, 1H), 7.10 (d, 2H), 7.15–7.20 (m, 3H), 7.80 (d, 1H), 8.00–8.05 (m, 2H); m/z (ES+)=383.1 [M+H]+.

Provenance & Evidence