Hydrogen Peroxide → HCID 70159227, compound

Participants

Reaction Steps

To a stirring solution of 2-[4-(3-cyano-phenyl)-1-(2-methyl-pentyl)-piperidin-4-yl]-pyrimidine-5-carboxylic acid diethylamide (90 mg, 0.20 mmol) in 1.5 mL ethanol (EtOH) at room temperature was added a 3 N solution of sodium carbonate (Na2CO3) (0.5 mL) and a 30% solution of hydrogen peroxide (H2O2) (0.14 mL). The reaction mixture was stirred for 24 hours, diluted with 10 mL water and extracted with EtOAc (3×15 mL). The combined organic layers were dried and concentrated. The crude material was purified by flash chromatography to afford 30 mg (35%) of the desired amide. 1HNMR (400 MHz, CDCl3) δ 8.71 (s, 2H), 7.89 (s, 1H), 7.58-7.51 (comp, 2H), 7.31 (t, 1H), 6.26 (br s, 1H), 5.88 (br s, 1H), 3.53-3.51 (comp, 2H), 3.26-3.25 (comp, 2H), 3.03-3.00 (comp, 2H), 2.75 (br s, 2H), 2.44-2.42 (comp, 2H), 2.15-2.02 (comp, 4H), 1.63-1.61 (comp, 1H), 1.36-1.16 (comp, 9H), 1.07-0.97 (comp, 1H), 0.87-0.83 (comp, 6H); MS (M+1) 466.3.

Provenance & Evidence