反应详情

A solution of 3-{4-[4-cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-acrylic acid ethyl ester (Intermediate 164, 0.08 g, 0.17 mmol) in methanol (3 mL) and tetrahydrofuran (3 mL) was treated with 2M sodium hydroxide solution (2 mL, 4 mmol) and the resulting reaction mixture was refluxed overnight. The reaction mixture was cooled to ambient temperature, the volatiles were evaporated in vacuo, the residue was diluted with saturated aqueous ammonium chloride solution, and extracted with ethyl acetate (×2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to a solid. Preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase afforded the title product as a solid (0.04 g, 50%).

1. customthe resulting reaction mixture
2. temperaturewas refluxed overnight
3. customthe volatiles were evaporated in vacuo
4. additionthe residue was diluted with saturated aqueous ammonium chloride solution
5. extractionextracted with ethyl acetate (×2)
6. extractionThe combined organic extract
7. dry with materialwas dried over anhydrous sodium sulfate
8. filtrationfiltered
9. customevaporated in vacuo to a solid