Acetic Acid → HCID 86711641, compound

Participants

Reaction Steps

A solution of 1-isopropyl-6-methyl-4-oxo-5-(3-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 3-methyl-4-(N-cyano-S-methylsulfinimidoyl)-benzylamide (preparation 66d, 25 mg, 47 μmol) and acetic acid (3 μL, 50 μmol) in acetonitrile (0.2 mL) is added to a solution of potassium permanganate (8 mg, 50 μmol) in acetonitrile (0.15 mL) and water (0.15 mL). After 3 h another portion of potassium permanganate (8 mg, 50 μmol) is added and the mixture is heated at reflux. After 2 h saturated aqueous sodium thiosulfate solution is added, and the mixture is extracted twice with dichloromethane. The organic layer is dried over Na2SO4 and concentrated under reduced pressure. The residue is purified by preparative reversed phase HPLC (Xbridge, gradient of acetonitrile in water, 0.1% TFA). Yield: 2 mg (8% of theory); ESI mass spectrum: [M+H]+=545; r.t. HPLC: 0.61 min (X012_S01).

Provenance & Evidence