反应详情

温度

80 °C

A mixture of 6-amino-7-fluoro-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (Example #56, Step F, 0.100 g, 0.400 mmol), methanesulfonic acid 1-benzhydryl-3-methyl-azetidin-3-yl ester (Preparation #3, Step B, 0.159 g, 0.480 mmol) and K2CO3 (0.166 g, 1.199 mmol) in DMF (2 mL) was stirred at 80° C. overnight. The reaction mixture was cooled to ambient temperature and poured into water (8 mL). The aqueous mixture was extracted with EtOAc (3×10 mL) and the combined organic phase was washed with brine (3×10 mL), dried over anhydrous Na2SO4, filtered and evaporated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 5-10% EtOAc in petroleum ether) to give 6-(1-benzhydryl-3-methyl-azetidin-3-ylamino)-7-fluoro-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one as a white solid (0.055 g, 28%). LC/MS (Table 1, Method 2) Rt=1.199 min.; MS m/z: 486 [M+H]+.

1. temperatureThe reaction mixture was cooled to ambient temperature
2. extractionThe aqueous mixture was extracted with EtOAc (3×10 mL)
3. washthe combined organic phase was washed with brine (3×10 mL)
4. dry with materialdried over anhydrous Na2SO4
5. filtrationfiltered
6. customevaporated in vacuo
7. customThe residue was purified by column chromatography on silica gel (eluting with 5-10% EtOAc in petroleum ether)