Hydrochloric Acid → HCID 19095679, compound

Participants

Reaction Steps

210 mg of 4-tert-butyl-N-[5-(2-chloro-5-methoxyphenoxy)-2-ethyl-6-(2-methylsulphanyl-ethoxy)-pyrimidin-4-yl]-benzenesulfonamide were dissolved in 5 ml of MeOH and 0.2 ml of 1N NaOH. 95 mg of NalO4 dissolved in 0.5 ml of H2O were added thereto and the mixture was stirred at room temperature for 5 hours, whereby a suspension resulted. Then, 0.2 ml of 1N HCl was added and the mixture was subsequently evaporated to dryness. The residue was partitioned between ethyl acetate and 0.1N HCl and worked-up as usual. For purification, the compound was chromatographed on silica gel using ethyl acetate-MeOH (6:1 by vol.) as the eluent. There were obtained 160 mg of (RS)-4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-2-ethyl-6-(2-methylsulphinyl-ethoxy)pyrimidin-4-yl]-benzenesulfonamide as a white powder. MS: 581 (M).

Provenance & Evidence