反应详情

Methanesulfonyl chloride (103 mg, 0.9 mmol) was added to a solution of 2-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-(2,6-diisopropyl-3-hydroxyphenyl)acetamide (149 mg, 0.3 mmol) and triethylamine (91 mg, 0.9 mmol) in THF (2 ml) with ice-cooling and the mixture was stirred for 30 minutes. Then triethylamine (46 mg, 0.45 mmol) and methanesulfonyl chloride (52 mg, 0.45 mmol) were further added thereto and the mixture was stirred for 20 minutes. The reaction solution was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution successively and dried over sodium sulfate and the solvent was evaporated therefrom. The residue was purified by a silica gel column chromatography (20 g of silica gel; developing solvent, chloroform:methanol=20:1) and the resulting crude crystals were recrystallized from acetone and hexane to provide 120 mg (yield 70%) of the desired compound as colorless crystals.

1. temperaturecooling
2. stirringthe mixture was stirred for 20 minutes
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed with water
5. dry with materiala saturated sodium chloride solution successively and dried over sodium sulfate
6. customthe solvent was evaporated
7. customThe residue was purified by a silica gel column chromatography (20 g of silica gel; developing solvent, chloroform:methanol=20:1)
8. customthe resulting crude crystals were recrystallized from acetone and hexane