Potassium Carbonate → 1-(4-Phenoxyphenyl)-3-thiophen-3-yl-imidazo[1,5-a]pyrazin-8-ylamine

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Reaction Steps

A mixture of 3-bromo-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-8-ylamine (20.0 mg, 0.0525 mmol), 3-thiophenylboronic acid (7.38 mg, 0.0577 mmol), Pd(PPh3)4 (10 mg, 0.01 mmol), potassium carbonate (21.8 mg, 0.157 mmol) and DME/Water (5:1) 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=6.96 (d, J=5.3 Hz, 1H), 7.07-7.12 (m, 2H), 7.14-7.22 (m, 3H), 7.38-7.43 (m, 2H), 7.55-7.67 (m, 5H), 7.86 (dd, J=3.0, 1.3 Hz, 1H). MS (ES+): m/z 384.94 (100) [MH+]. HPLC: tR=2.58 min (polar—5 min).

Provenance & Evidence