反应详情

温度

100 °C

To Na2CO3 (180 mg, 1.68 mmol) was added water (1.5 ml) and acetonitrile (2 ml) and the solution was degassed for 5 min with argon. 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]pyridine (109 mg, 0.40 mmol), a solution of 6-bromo-N-methoxy-1,3,3-trimethyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-imine (117 mg, 0.34 mmol) in acetonitrile (2 ml) and Pd(dppf)Cl2 (13 mg, 0.017 mmol) were added sequentially followed by rinsing the flask with acetonitrile (1 ml). The mixture was stirred at 100° C. for 1 h then allowed to cool to ambient temperature. Water and ethyl acetate were added then the phases were separated. The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. Purification by chromatography afforded two oxime isomers of N-methoxy-1,3,3-trimethyl-2,2-dioxo-6-[1-(3-pyridyl)pyrazol-4 yl]pyrido[3,2-c]thiazin-4-imine.

1. customthe solution was degassed for 5 min with argon
2. washby rinsing the flask with acetonitrile (1 ml)
3. temperatureto cool to ambient temperature
4. additionWater and ethyl acetate were added
5. customthe phases were separated
6. extractionThe aqueous phase was extracted with ethyl acetate
7. dry with materialThe combined organic phases were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customPurification by chromatography