Piperazin-2-one → HCID 50914333, compound

Participants

Reaction Conditions

Reaction Steps

(rac)-6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Intermediate C, 6.40 g, 18.21 mmol), KF (5.34 g, 91.0 mmol), piperazin-2-one (5.64 g, 54.6 mmol) were suspended in NMP (60 mL). The RM was stirred at 180° C. for 7 h. The mixture was diluted with EtOAc and washed with 1M Na2CO3 (1×) and water (2×). The aqueous was further extracted with EtOAc (2×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography and then crystallized in DCM to afford the title compound as a beige solid (tR 3.02 min (conditions 1), (tR 7.58/10.54 min (conditions 3, MH+=409.1, 1H-NMR in DMSO-d6: 8.94 (d, 1H); 8.45 (d, 1H); 8.05 (s, 1H); 7.83 (d, 1H); 7.63 (m, 1H); 7.62 (s, 1H); 7.59 (m, 1H); 7.05 (d, 1H); 4.99 (m, 1H); 3.97 (d, 1H); 3.69 (d, 1H); 3.51 (m, 2H); 3.19 (m, 1H); 3.12 (m, 1H); 1.88 (d, 3H)).

Provenance & Evidence