Dichloromethane → tert-butyl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-6-fluoro-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Reaction Conditions

Reaction Steps

A mixture of 4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine (0.045 g, 0.20 mmol), tert-butyl 6-fluoro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.15 g, 0.20 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1:1) (0.008 g, 0.01 mmol) and potassium carbonate (0.082 g, 0.60 mmol) in 1,4-dioxane (1 mL) and water (0.5 mL) was heated at 105° C. overnight. After cooled to r.t., the mixture was diluted with MeOH, filtered, and concentrated. The residue was purified by RP-LCMS (pH=10) to afford the desired product. Analytic LCMS (M+H)+: m/z=443.2.

Provenance & Evidence