Sodium Carbonate → HCID 86651994, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1H-indazole-6-carbaldehyde (50 mg, 0.18 mmol), 2-(4-Methylpiperazin-1-yl)pyrimidine-5-boronic acid pinacol ester (70 mg, 0.22 mmol), Pd(PPh3)4 (13 mg, 0.018 mmol) and 2M Na2CO3 (0.10 mL, 0.22 mmol) in DME/H2O/EtOH (1.4 mL/0.4 mL/0.2 mL) was sealed and heated with stirring under microwave irradiation at 125° C. for 120 min. The crude reaction mixture was concentrated under reduced pressure and purified by flash chromatography on silica gel using MeOH (5% to 10%) in DCM as the eluent to provide the title compound as a pale yellow solid (47 mg, 80%). 1H NMR (400 MHz, CD3OD) δ ppm 10.12 (s, 1H), 8.91 (s, 2H), 8.14 (s, 1H), 8.09 (d, J=8.6 Hz, 1H), 7.74 (d, J=8.4 Hz, 1H), 3.94 (t, J=4.5 Hz, 4H), 2.56 (t, J=4.9 Hz, 4H), 2.37 (s, 3H); MS ESI 323.1 (100) [M+H]+, calcd for [C17H18N6O+H]+ 323.2.

Provenance & Evidence