反应详情

To a solution of 2-[1-(1-benzhydryl-azetidin-3-yl)-6-fluoro-1H-indazol-3-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (170 mg, 0.27 mmol) in 1,4-dioxane (10 mL) and water (2 mL) at 0° C. was added sulfamic acid (157 mg, 1.61 mmol). Then added a solution of NaClO2 (43 mg, 0.37 mmol) and KH2PO4 (439 mg, 3.22 mmol) in water (4 mL) dropwise over 5 min. The ice bath was removed and the yellow cloudy reaction mixture was stirred at room temperature overnight. The mixture was diluted with water and extracted with EtOAc (2×). The combined organic layers were dried over MgSO4 and concentrated. The residue was triturated with petroleum ether to isolate 45 mg (26%) of 2-[1-(1-benzhydryl-azetidin-3-yl)-6-fluoro-1H-indazol-3-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid as a light yellow solid.

1. customThe ice bath was removed
2. customthe yellow cloudy reaction mixture
3. extractionextracted with EtOAc (2×)
4. dry with materialThe combined organic layers were dried over MgSO4
5. concentrationconcentrated
6. customThe residue was triturated with petroleum ether