Sodium Thiosulfate → HCID 67415216, compound

Participants

Reaction Steps

To a solution of 6-{[(1R)-2-methyl-1-(trifluoromethyl)propyl]amino}pyrido[4,3-c]-1,6-naphthyridin-1(2H)-one (20 mg, 0.059 mmol) in CH2Cl2 (8 mL) at 0° C. was added m-CPBA (60 mg, 0.268 mmol, 77% max) and allowed to stir for 2 hr. 10% sodium thiosulfate and sat. sodium bicarbonate were added to the reaction solution and stirred for 30 min. The layers were separated, the organic layer was dried with MgSO4, filtered, and concentrated. The residue was purified on reverse phase HPLC 100% H2O to 100% MeCN to afford 6-{[(1R)-2-methyl-1-(trifluoromethyl)propyl]amino}pyrido[4,3-c]-1,6-naphthyridin-1(2H)-one 9-oxide. 1H NMR (600 MHz, CD3OD) δ 10.80 (s, 1H), 8.50 (d, 1H), 8.35 (d, 1H), 7.48 (d, 1H), 6.60 (d, 1H), 5.39 (m, 1H), 2.33 (m, 1H), 1.14 (d, 3H), 1.06 (d, 3H). LRMS (ESI) calc'd for (C16H16F3N4O2) [M+H]+, 353.1; found 353.1.

Provenance & Evidence