反応 #1140292
ord-545f8c81172446aeb28a245d4fbf82f5
反応方程式
反応物
反応条件
後処理
- 1その他The reaction mixture was degassed with argon for 20 min
- 2抽出extracted with ethyl acetate (2×150 mL) and organic layer
- 3洗浄was washed with brine
- 4乾燥dried over anhydrous sodium sulphate
- 5濃縮concentrated under reduced pressure
- 6その他to get crude product
- 7その他The crude compound was purified by column chromatography
- 8洗浄was eluted with 40% ethyl acetate in petroleum ether
- 9その他to afford 500 mg, which
- 10その他was further purified
- 11洗浄by washing with diethyl ether and hexane
実験手順
To a solution of 4-[5-(2-amino-5-bromo-pyridin-3-yl)-[1,3,4]oxadiazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (1.0 g, 2.35 mmol) in dioxane (20 mL) and water (20 mL) were added K2CO3 (0.95 g, 7.05 mmol), 3-methoxyphenyl boronic acid (0.39 g, 2.59 mmol) in a sealed tube. The reaction mixture was degassed with argon for 20 min, then Pd(PPh3)4 (0.13 g, 0.11 mmol) was added to the reaction mixture. The reaction mixture was stirred for 18 h at 100° C. The reaction mixture was diluted with water (100 mL) extracted with ethyl acetate (2×150 mL) and organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to get crude product. The crude compound was purified by column chromatography using 100-200 mesh silica gel and compound was eluted with 40% ethyl acetate in petroleum ether to afford 500 mg, which was further purified by washing with diethyl ether and hexane to afford the title compound as a pale yellow solid.