Hydrogen Peroxide → 5-{[(2-Aminoethyl)sulfonyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide

Participants

Reaction Steps

To a solution of 2-amino-N-{6-cyano-5-[(4,6-dimethylpyridin-2-yl)-amino]pyridin-3-yl}ethanesulfonamide (78 mg, 0.23 mmol) in DMSO (1.8 mL) was added potassium hydroxide (63 mg, 1.1 mmol) and hydrogen peroxide (35% w/w in water, 0.20 mL, 2.3 mmol). The reaction mixture was stirred for 1 hour. The reaction mixture was filtered and the filtrate directly purified by reverse phase HPLC to afford 5-{[(2-aminoethyl)sulfonyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide. MS ESI calc'd. for C15H21N6O3S [M+H]+ 365. found 365. 1H NMR (500 MHz, DMSO-d6) δ 11.33 (s, 1H), 8.45 (d, J=2.3 Hz, 1H), 7.80 (s, 1H), 7.46 (d, J=2.3 Hz, 1H), 7.12 (s, 1H), 6.51 (s, 1H), 6.47 (s, 1H), 2.92 (t, J=6.1 Hz, 2H), 2.89-2.81 (m, 2H), 2.32 (s, 3H), 2.18 (s, 3H).

Provenance & Evidence