Dimethylformamide → HCID 57898988, compound

Participants

Reaction Conditions

Reaction Steps

A vial was charged with 1,1′-bis(diphenylphosphino)ferrocene-dichloropalladium(II) (0.0199 g, 0.0242 mmol), N-(5-bromo-4-(quinolin-5-yloxy)pyridin-2-yl)-4-methylthiazol-2-amine (0.100 g, 0.242 mmol), 9-benzyl-9-bora-bicyclo[3.3.1]nonane (1.45 ml, 0.726 mmol), cesium carbonate (0.237 g, 0.726 mmol), DMF (5 mL), and water (1.5 mL). The reaction mixture was heated at 80° C. for three days. Water was added and the reaction mixture was extracted with ethyl acetate. The organic layer was dried and concentrated. The crude material was purified by reverse phase column chromatography to give the title compound (0.010 g, 9.25% yield) as a white solid. 1H NMR (CDCl3) δ 8.85 (dd, 1H), 8.17 (s, 1H), 7.96 (d, 1H), 7.60 (t, 1H), 7.56 (d, 1H), 7.25 (m, 3H), 7.22 (s, 1H), 7.19 (m, 1H), 7.15 (dd, 1H), 7.04 (d, 1H), 6.05 (s, 1H), 5.75 (s, 1H), 4.04 (s, 2H), 1-69 (s, 3H).

Provenance & Evidence