Methanesulfonic Acid → HCID 58858026, compound

Participants

Reaction Conditions

Reaction Steps

N—(4-Chlorophenyl)—N′—((1S)-2-methyl-1-((4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)carbonyl)-2-(methylthio)propyl)urea (0.52 g) obtained in Example 38 and methanesulfonic acid (0.06 ml) were dissolved in dichloromethane (20 ml). While the mixture was cooled to 0° C., 3-chloroperbenzoic acid (70%; 0.42 g) was added thereto, and mixed at 0° C. for 3 hours. To the reaction mixture was added an aqueous sodium sulfite solution, and mixed for 30 minutes. Then, an aqueous sodium hydrogen carbonate solution was added thereto, and the organic layer was collected by separation and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified with basic silica gel column (ethyl acetate/methanol=20/1 to 10/1) to obtain N—(4-chlorophenyl)—N′—((1S)-2-methyl-1-((4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)carbonyl)-2-(methylsulfinyl)propyl)urea as colorless powder (0.12 g, 22%) and N—(4-chlorophenyl)—N′—((1S)-2-methyl-1-((4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)carbonyl)-2-(methylsulfonyl)propyl)urea as colorless powder (0.12 g, 22%).

Provenance & Evidence