Hydrogen Peroxide → HCID 42636050, compound

Participants

Reaction Conditions

Reaction Steps

1-[(1-Cyclopropylethyl)amino]-8-fluoro-5H-pyrido[4,3-b]indole-4-carbonitrile (113.9 mg, 0.39 mmol) and K2CO3 (321 mg, 2.32 mmol) was dissolved in DMSO (1.8 ml). Hydrogen peroxide (30%, 0.30 ml, 3.10 mmol) was added and the solution was heated at 70° C. for 3 h. HPLC/MS then showed complete conversion. The solution was cooled to ambient temperature and directly purified by reverse phase HPLC. Desired fractions were combined, diluted with ethyl acetate, and washed with saturated aqueous sodium bicarbonate solution. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound. 1H NMR (600 MHz, CD3COCD3) δ11.14 (br s, 1H); 8.61 (s, 1H); 7.95 (dd, 1H); 7.77 (dd, 1H); 7.17 (dt, 1H); 6.16 (d, 1H); 4.10 (m, 1H); 1.42 (d, 3H); 1.26 (m, 1H); 0.52 (m, 1H); 0.45 (m, 2H); 0.31 (m, 1H). LRMS (APCI) calc'd for (C17H18FN4O) [M+H]+, 313.1. found 313.1.

Provenance & Evidence