1-Hydroxybenzotriazole → HCID 59625339, compound

Participants

Reaction Steps

To a solution of 4-[(2-furylmethyl)amino]-2-(methylthio)pyrimidine-5-carboxylic acid (19.1 mg) and tert-butyl pyrrolidin-3-ylcarbamate (13.4 mg) in DMF (1.0 ml) was added a solution of HOBt (9.7 mg) and WSC.HCl (13.8 mg) in DMF (0.5 ml), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into 2% aqueous sodium hydrogen carbonate, the mixture was extracted with ethyl acetate, and the extract was concentrated by a nitrogen gas blower. The residue was purified by reversed-phase preparative HPLC, and the object fraction was concentrated by a nitrogen gas blower. The residue was dissolved in trifluoroacetic acid/acetonitrile solution (20% (V/V), 1.0 ml), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was passed through a column of MP-TsOH resin (manufactured by Argonaut) to fix the object compound on the resin, and the resin was washed with methanol (6 ml). 2 M Ammonia-methanol solution (6 ml) was passed through the column, and the eluate was concentrated by a nitrogen gas blower to give the object compound (6.3 mg).

Provenance & Evidence