反应详情

To a solution of 2-(6-fluoro-1-oxetan-3-yl-1H-indazol-3-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (293 mg, 0.63 mmol) in 1,4-dioxane (20 ml) and water (4 ml) at 0° C. was added sulfamic acid (365 mg, 3.76 mmol). Then a solution of sodium chlorite (80%, 92 mg, 0.82 mmol) and potassium dihydrogen phosphate (1.02 g, 7.52 mmol) in water (16 ml) was added over ˜15 min. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 30 min. THF (20 ml) was added and stirred was continued for 2 h. The reaction mixture was diluted with water and extracted with EtOAc (3×). The combined organic layers were washed with brine then dried over MgSO4 and concentrated to afford 340 mg of 2-(6-fluoro-1-oxetan-3-yl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid as an off-white powder.

1. additionAfter the addition
2. customthe ice bath was removed
3. additionTHF (20 ml) was added
4. stirringstirred
5. waitwas continued for 2 h
6. additionThe reaction mixture was diluted with water
7. extractionextracted with EtOAc (3×)
8. washThe combined organic layers were washed with brine
9. dry with materialthen dried over MgSO4
10. concentrationconcentrated