反応 #57233

反応方程式

4-bromo-2-iodo-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine

3-formylbenzeneboronic acid

sodium bicarbonate

→

title compound

収率 77.0%

4-Bromo-2-(3-formylphenyl)-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine

収率 77.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他The reaction was purged with nitrogen
2. 2
   その他capped
3. 3
   温度After cooling to room temperature the reaction
4. 4
   濃縮was concentrated under vacuum
5. 5
   洗浄washed with water, brine
6. 6
   乾燥dried over sodium sulfate
7. 7
   ろ過filtered
8. 8
   その他evaporated to dryness under vacuum
9. 9
   その他Purification by flash chromatography by silica gel (0-4% ethyl acetate in methylene chloride)

実験手順

In a sealed pressure tube was added 4-bromo-2-iodo-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine (2.1 mmol; preparation disclosed in WO03/000690A1), 3-formylbenzeneboronic acid (2.1 mmol), N,N-dimethylformamide (15 mL), aqueous saturated sodium bicarbonate (5 mL) and tetrakis(triphenylphosphine)palladium(0) (0.1 mmol). The reaction was purged with nitrogen, capped and stirred at 100° C. for 16 h. After cooling to room temperature the reaction was concentrated under vacuum, taken up in ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and evaporated to dryness under vacuum. Purification by flash chromatography by silica gel (0-4% ethyl acetate in methylene chloride) gave the title compound as a white solid (77%). ESMS [M+H]+: 441.2

出典