N-Acetyl-L-Cysteine → HCID 66817159, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 8-{(E)-2-[4-(4-hydroxy-4-methyl-piperidine-1-carbonyl)-2,6-dimethyl-phenyl]-ethenesulfonyl}-2-thioxo-1,3,8-triaza-spiro[4.5]decan-4-one (25 mg, 0.048 mmol), 3,4-dichlorophenylboronic acid (27.5 mg, 0.144 mmol), palladium tetrakistriphenylphosphine (11.1 mg, 0.0096 mmol) and CuTC (36.8 mg, 0.192 mmol) in NMP (0.1 mL) was heated with stirring at 80° C. for 30 minutes in a nitrogen atmosphere. After cooling to room temperature, N-acetylcysteine (33 mg, 0.2 mmol) was added to the reaction mixture. The reaction mixture was purified by silica gel column chromatography (NH silica gel, methylene chloride:methanol=100:0→90:10) to give 2-(3,4-dichloro-phenyl)-8-{(E)-2-[4-(4-hydroxy-4-methyl-piperidine-1-carbonyl)-2,6-dimethyl-phenyl]-ethenesulfonyl}-1,3,8-triaza-spiro[4.5]dec-1-en-4-one as a white solid (13.4 mg, 44%).

Provenance & Evidence