Potassium Phosphate, Tribasic → 6-Fluoro-2-(5-(2-hydroxypropan-2-yl)pyridin-3-yl)imidazo[1,2-a]pyridine-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of the title compound from Example 2 Step D (0.053 g, 0.202 mmol) and the title compound from Example 4 Step A (0.033 g, 0.169 mmol) in tetrahydrofuran (0.84 mL) were added palladium acetate (0.0038 g, 0.017 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.014 g, 0.034 mmol), and potassium phosphate tribasic (0.107 g, 0.506 mmol). The resulting mixture was heated at 100° C. for 18 hours, then filtered with the aid of ethyl acetate and concentrated under reduced pressure. Purification by flash chromatography on silica gel (80% acetone in hexanes) provided the title compound: LCMS m/z 296.96 [M+11]+; 1H NMR (500 MHz, CDCl3) δ 9.28 (d, J=1.9 Hz, 1H), 8.87 (d, J=2.0 Hz, 1H), 8.55 (t, J=2.1 Hz, 1H), 8.35 (s, 1H), 7.79 (dd, J=9.8, 4.7 Hz, 1H), 7.45-7.41 (m, 1H), 1.98 (br s, 1H), 1.69 (s, 6H).

Provenance & Evidence