Dimethyl Sulfoxide → HCID 57380313, compound

Participants

Reaction Steps

To a solution of N-[3-hydroxy-4-(methoxyamino)-4-oxo-1-phenylbutan-2-yl]-2-(2H-indazol-2-yl)nicotinamide (1050 mg; 2.357 mmol) in DMSO (30 ml) 2-iodobenzoic acid (470 mg, 0.755 mmol) was added. After stirring for 4 hours at 30° C. additional 2-iodobenzoic acid (470 mg, 0.755 mmol) was added and stirring was continued for 3 hour at 30° C. and then overnight at room temperature. After cooling the reaction mixture to 15° C. a saturated aqueous solution of NaHCO3 (40 ml), water (40 ml) and dichloromethane (80 ml) were added. The organic layer was collected and the aqueous layer re-extracted twice with dichlormethane (CH2Cl2). The combined organic layers were then dried over MgSO4, filtered and concentrated to give 968 mg of a yellow-brown solid. Purification by chromatography over silica gel (eluent: CH2Cl2+0 to 10% (v/v) methanol) gave 800 mg of a raw product which was recrystallized from isopropanole yielding 456 mg of the title compound as a white solid.

Provenance & Evidence