Hydrochloric Acid → HCID 178508708, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1.50 g, 5.74 mmoles) in DMF (12 ml), ethanol (7 ml) and water (7 ml), 3-Fluorophenyl boronic acid (1.6 g, 11.49 mmoles) and sodium carbonate (3.0 g, 28.73 mmoles) were added and the system is degassed for 30 min. Palladium tetrakis triphenylphosphine (1.90 g, 1.72 mmoles) was added under nitrogen atmosphere and heated to 80° C. After 12 h, the reaction mixture neutralised with 1.5N HCl, extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography with methanol:dichloromethane to afford the title compound as yellow solid (0.240 g, 18% yield). 1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ 13.66(s, 1H), 8.21(s, 1H), 7.59(m, 1H), 7.50(d, J=7.6,1.2Hz, 1H), 7.45(m,1H),7.31(m, 1H).

Provenance & Evidence