2-Iodoxybenzoic acid → HCID 53245743, compound

Participants

Reaction Steps

To a solution of N-(3-hydroxy-4-(methoxyamino)-4-oxo-1-phenylbutan-2-yl)-2-(3-phenyl-1H-pyrazol-1-yl)nicotinamide (2000 mg, 4.24 mmol) in DMSO (25 ml) at 20° C. 2-iodoxybenzoic acid (IBX) (3959 mg, 6.36 mmol) was added. More IBX (400 mg, 0.643 mmol) was added 2 times over an interval of 2 h, the mixture was stirred overnight, another 500 mg of IBX were added and stirring was continued. After the reaction was completed (tlc: CH2Cl2+5% (v/v) methanol) 100 ml of a saturated solution of NaHCO3 was added dropwise, 200 ml of water and 200 ml of dichloromethane were then added and the precipitate was filtered off with suction. The dichloromethane layer was dried, filtered and concentrated to give 1.9 g of a yellowish amorphous solid, which was crystallized from ethyl acetate and dried in vacuo to give 1.1 g of the title compound. ESI-MS [M+H]+: 470.2

Provenance & Evidence