Water → N-methoxy-1,3,3-trimethyl-2,2-dioxo-6-[1-(3-pyridyl)pyrazol-4 yl]pyrido[3,2-c]thiazin-4-imine

関与物質

反応条件

反応手順

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.

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