反应详情

温度

115 °C

A mixture of 463 mg (1.53 mmol) N-[4-(4-bromo-6-methyl-pyridin-3-yloxymethyl)-thiazol-2-yl]-acetamide (Stage 40.3), 900 mg (2.71 mmol) cesium carbonate, 30.4 mg (0.135 mmol) palladium acetate and 81 mg (0.271 mmol) tributylphosphine tetrafluoroborate in 3 mL DMF was stirred at 115° C. for 7 h under argon. Then the reaction mixture was poured onto water, EtOAc was added and, after filtration over a layer of Hyflo Super Gel medium (Fluka 56678), the filtrate was extracted with EtOAc (2×). The combined organic layers were washed with water and brine, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo to leave a residue that was purified on silica gel (=−100% EtOAc in heptane) to afford 93 mg of the title compound as a solid. LCMS: tR=0.27 min, M+H=262, M−H 260 (method J).

1. additionwas added
2. filtrationafter filtration over a layer of Hyflo Super Gel medium (Fluka 56678)
3. extractionthe filtrate was extracted with EtOAc (2×)
4. washThe combined organic layers were washed with water and brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationThe filtrate was concentrated in vacuo
8. customto leave a residue that
9. customwas purified on silica gel (=−100% EtOAc in heptane)