Cesium carbonate → 2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-6-(5-(5-(ethylsulfonyl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)benzyl acetate

Participants

Reaction Conditions

Reaction Steps

In a 250 mL round-bottomed flask, 6-chloro-4-(5-(ethylsulfonyl)pyridin-2-ylamino)-2-methylpyridazin-3(2H)-one (79 mg, 240 μmol), 2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate (154 mg, 312 μmol) and Cs2CO3 (235 mg, 721 μmol) were combined with dioxane (10 ml) and water (1 ml) to give a light yellow suspension. The mixture was evacuated and filled with argon. PdCl2(DPPF) (9.81 mg, 12.0 μmol) was added, the reaction mixture was purged with argon and heated to 85° C. for 60 h. The reaction mixture was diluted with DCM and filtered through celite. The filter cake was washed with DCM until clear. The filtrate was dried over Na2SO4 and concentrated in vacuo to give a dark brown oil. The brown oil was used crude in the subsequent reaction. (M−H)+=659 m/e.

Provenance & Evidence