Potassium Carbonate → HCID 178508486, compound

Participants

Reaction Steps

A mixture of 3-bromo-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-8-ylamine (20.0 mg, 0.052 mmol), 1H-pyrazol-3-yl boronic acid (6.46 mg, 0.057 mmol), Pd(PPh3)4 (10 mg, 0.01 mmol), potassium carbonate (21.8 mg, 0.157 mmol) and DME/H2O (v:v=5:1, 2 mL) was microwaved at 300 watt, 100° C. for 30 min. The solution was transferred to a 20 mL vial, and 1 mL of DMF was added. The solution was concentrated in vacuo until only DMF remained. The mixture was passed through a syringe filter pad, and prepared for Gilson HPLC separation. The fractions containing the pure product were collected and concentrated in vacuo to afford the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3): δ=6.99 (d, J=2.5 Hz, I H), 7.07-7.13 (m, 3H), 7.13-7.20 (m, 3H), 7.37-7.45 (m, 2H), 7.63-7.69 (m, 2H), 7.76 (d, J=2.5 Hz, 1H), 8.65 (br. s., 1H). MS (ES+): m/z 369.10 (100) [MH+]. HPLC: tR=20.39 min (ZQ3, polar—5 min).

Provenance & Evidence