Potassium Carbonate → HCID 68388399, compound

Participants

Reaction Conditions

Reaction Steps

N-(3-(6-Chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide (30 mg, 0.078 mmol), 4-(4-methylpiperazin-1-yl)aniline (16 mg, 0.084 mmol)) and potassium carbonate (25 mg, 0.077 mmol) were dissolved in t-butyl alcohol (5 mL) in a sealable microwave compatible reaction tube, then Pd2(dba)3 (1.5 mg, 0.002 mmol) and Xantphos (2 mg, 0.004 mmol) were added. The reaction tube was sealed and the reaction was heated under microwave irradiation (40 min, 200° C., 3 atm). The compound was purified by column chromatography. 1H NMR (400 MHz, CD3OD): δ 8.66 (s, 1H), 8.29 (s, 1H), 7.95 (d, 1H, J=7.6 Hz), 7.72 (m, 3H), 7.51 (t, 1H, J=8.4 Hz), 6.98 (m, 2H), 6.51-6.39 (m, 2H), 5.90 (d, 1H, J=8.8 Hz), 5.80 (dd, 1H, J=2.0 and 9.6 Hz), 4.06 (m, 1H), 3.79 (m, 1H), 3.15 (m, 4H), 3.02 (m, 1H), 2.62 (m, 5H), 2.34 (s, 3H), 2.12 (m, 1H), 1.94 (m, 1H), 1.83-1.70 (m, 2H); ESI-MS: 539.30 [M+H]+.

Provenance & Evidence