反应详情

温度

80 °C

In a sealed flask, a mixture of 5-(pyridin-2-ylmethyl)benzofuran-2-ylboronic acid (214 mg, 846 μmol) and potassium acetate (166 mg, 1691 μmol) was set under argon, treated with bis{di(tbutyl)phenyl}palladium(II) dichloride (32 mg, 51 μmol), followed by a solution of ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate (267 mg, 846 μmol) in EtOH (5 mL). The resulting suspension was degassed again and heated to 80° C. for 2.5 h. The mixture was cooled to ˜10° C. and dropwise treated with H2O (15 mL). The mixture was extracted 2× with EtOAc. The combined organic layers were dried over MgSO4 and evaporated. Purification by flash chromatography (DCM to DCM/MeOH=4:1) gave ethyl 1-((3-fluoro-4-(5-(pyridin-2-ylmethyl)benzofuran-2-yl)phenyl)methyl)azetidine-3-carboxylate as a yellow foam.

1. customThe resulting suspension was degassed again
2. temperatureThe mixture was cooled to ˜10° C.
3. additiondropwise treated with H2O (15 mL)
4. extractionThe mixture was extracted 2× with EtOAc
5. dry with materialThe combined organic layers were dried over MgSO4
6. customevaporated
7. customPurification by flash chromatography (DCM to DCM/MeOH=4:1)