反应详情

温度

110 °C

step 1—A solution of Pd2(dba)3 (27.8 mg, 0.030 mmol) and tris-(2-furyl)phosphine (28.0 mg, 0.121 mmol) in anhydrous DMF (3 mL) was stirred at RT for 15 min under argon. To the resulting solution was added via cannula a solution of 364 (672 mg, 1.11 mmol) and 2-iodo-5-aminopyridine (294 mg, 1.33 mmol) in anhydrous DMF (6 mL) at RT. Lithium chloride (97.1 mg, 2.23 mmol) was then added under argon. The reaction mixture was heated at 110° C. for 18 h. After cooling to RT, the reaction mixture was poured into H2O (90 mL) and thrice extracted with EtOAc (60 mL). The combined extracts were washed with H2O (130 mL) and brine (130 mL), dried (Na2SO4), filtered and concentrated. The crude product was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (37 to 100% EtOAc) to afford 0.394 g (85%) of 6-{(E)-2-[3-tert-butyl-5-(5-fluoro-2-methoxy-pyridin-3-yl)-2-methoxy-phenyl]-vinyl}-pyridin-3-ylamine (370).

1. temperatureAfter cooling to RT
2. extractionextracted with EtOAc (60 mL)
3. washThe combined extracts were washed with H2O (130 mL) and brine (130 mL)
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe crude product was purified by SiO2 chromatography
8. washeluting with an EtOAc/hexane gradient (37 to 100% EtOAc)