p-Toluenesulfonic acid → HCID 59447948, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chloro-9H-pyrimido[4,5-b]indole-7-carbonitrile (23 mg, 0.10 mmol), 2-dimethylaminoethylamine (27 mg, 0.3 mmol) and N-ethyldiisopropylamine (88 μL, 0.50 mmol) in 1 ml of NMP was heated at 140° C. for 20 minutes using microwave irradiation. The reaction mixture was diluted with 5 mL methanol and applied to a 500 mg MP-TsOH SPE cartridge. After washing the cartridge, the product was eluted using 2 N ammonia in methanol. The eluent was concentrated in vacuo and the residue purified by prep HPLC to give 5.1 mg of the title compound as a white solid. 1H NMR (DMSO, δ, ppm) δ 2.3 (6H, s), 2.65 (2H, t, J=6.8 Hz), 3.7-3.8 (2H, m), 7.45 (1H, t, J=6.1 Hz), 7.7 (1H, d, J=8.1 Hz), 7.9 (1H, s), 8.2 (1H, s), 8.4 (1H, s), 8.5 (1H, d, J=8.1 Hz), 12.4 (1H, br s); LC-MS (2) Rt 2.03 min; m/z (ES+) 281.

Provenance & Evidence