反应详情

A vial charged with Pd(PPh3)4 (0.485 g, 0.420 mmol), copper(i) iodide (0.080 g, 0.420 mmol), 7-bromo-8-fluoro-3-iodo-5′H-spiro[chromeno[2,3-b]pyridine-5,4′-oxazol]-2′-amine (2.000 g, 4.20 mmol), 2-methylbut-3-yn-2-ol (0.353 g, 4.20 mmol) and 9 mL DMF was degassed with argon and treated with DIPA (2.99 mL, 21.01 mmol). The resulting black mixture was allowed to stir at RT for 3 hours. The reaction mixture was then poured into water (25 mL) and extracted with EtOAc (3×30 mL). The organics were dried over MgSO4 and concentrated in vacuo. Purification of the crude residue by column chromatography [0-50% (9:1 CH2Cl2:MeOH)/CH2Cl2] provided 4-(2′-amino-7-bromo-8-fluoro-5′H-spiro[chromeno[2,3-b]pyridine-5,4′-oxazole]-3-yl)-2-methylbut-3-yn-2-ol.

1. customwas degassed with argon
2. additiontreated with DIPA (2.99 mL, 21.01 mmol)
3. additionThe reaction mixture was then poured into water (25 mL)
4. extractionextracted with EtOAc (3×30 mL)
5. dry with materialThe organics were dried over MgSO4
6. concentrationconcentrated in vacuo
7. customPurification of the crude residue by column chromatography [0-50% (9:1 CH2Cl2:MeOH)/CH2Cl2]