Potassium Carbonate → HCID 10578517, compound

Participants

Reaction Steps

To a mixture of N1-(3-cyanobenzoyl)-N2-(4-isopropyl-benzoyl)-4-hydroxy-1,2-benzenediamine (502 mg, 1.26 mmol), acetone (15 mL), and potassium carbonate (216 mg, 1.56 mmol) was added by benzyl 2-bromoacetate (0.4 mL, 2.52 mmol). After stirring overnight, the reaction was concentrated and the residue was chromatographed (100% CH2Cl2 to 10% EtOAc/CH2Cl2) to give the title compound as a solid (532 mg, 77%); IR(CHCl3): 2965, 1759, 1654, 1610, 1514, 1175 cm−1; NMR(300 MHz, CDCl3): δ1.28 (s, 3H), 1.30 (s, 3H), 3.00 (m, 1H), 4.50 (s, 2H), 5.22 (s, 2H), 6.71 (d, 1H, J=9.3), 6.93 (s, 1H), 7.31 (m, 7H), 7.54 (d, 1H, J=21), 7.60 (t, 1H, J=7.8), 7.78 (d, 1H, J=8.7), 7.89 (d, 2H, J=8.1), 8.19 (d, 1H, J=8.1), 8.30 (s, 1H), 8.74 (br s, 1H), 9.48 (br s, 1H); MS(FD): 547.

Provenance & Evidence