Piperidine → HCID 178487091, compound

Participants

Reaction Conditions

Reaction Steps

A round bottom flask was charged with 3-(2-(4-methylpiperazin-1-yl)pyrimidin-5-yl)-1H-indazole-6-carbaldehyde (26 mg, 0.80 mmol), 5-methoxyoxindole (13 mg, 0.80 mmol), piperidine (0.8 uL, 0.008 mmol) and MeOH (2 mL). The reaction was then heated to 60° C. for 4 hrs. An orange precipitate formed which was further precipitated by cooling to room temperature. The orange solid was then filtered and washed with MeOH (5 mL) giving 9.8 mg, 26% of the title compound. 1H NMR (400 MHz, d6-DMSO) δ 13.46 (s, 1H), 10.44 (s, 1H), 8.97 (s, 2H), 8.18 (d, J=8.5 Hz, 1H), 7.94 (s, 1H), 7.78 (s, 1H), 7.48 (d, J=8.8 Hz, 1H), 7.20 (s, 1H), 6.85 (d, J=10.6 Hz, 1H), 6.80 (d, J=9.0 Hz, 1H), 3.82 (br t, 4H), 3.59 (s, 3H), 2.39 (br t, 4H), 2.23 (s, 3H); MS ESI 468.3 [M+H]+, calcd for [C26H25N7O2+H]+ 468.2.

Provenance & Evidence