反应详情

温度

115 °C

A mixture of 1,1,2,2,3,3,4,4,4-nonafluoro-butane-1-sulfonic acid 3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-phenyl ester (120 mg, 0.17 mmol), 3-methanesulfonyl-pyrrolidine (˜40 mg, 0.26 mmol), Pd2(dba)3 (8 mg, 0.009 mmol), Xantphos (11 mg, 0.02 mmol), and K3PO4 (72 mg, 0.34 mmol) in toluene (1.5 mL) was stirred in a sealed tube under argon at 115° C. overnight. The resulting mixture was partitioned between ethyl acetate and water. The combined organic layers were dried over Na2SO4 and concentrated. The crude product was purified by flash chromatography using 4 g of silica gel and 20-100% EtOAc in hexanes as eluant to afford 0.08 g of impure 1-[2-[3-(3-methanesulfonyl-pyrrolidin-1-yl)-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one. M+Na 579.

1. customThe resulting mixture was partitioned between ethyl acetate and water
2. dry with materialThe combined organic layers were dried over Na2SO4
3. concentrationconcentrated
4. customThe crude product was purified by flash chromatography