1,2-Dimethoxyethane → HCID 58942251, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(4-methoxybenzyl)-4-chloro-3-methyl-1,7-naphthyridin-8(7H)-one (0.750 g, 2.38 mmol), N-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-2-amine (0.815 g, 2.86 mmol), dichlorobis(triphenyl-phosphine)palladium (ii) (0.0836 g, 0.119 mmol) and sodium carbonate (0.758 g, 7.15 mmol) was placed in a clear microwave vial along with 10 ml of a combination of 7:3:2 DME:H2O:EtOH. The vial was capped and heated in a Personal Chemistry SmithSynthesizer to 145° C. for 10 minutes. The reaction was diluted with DCM:MeOH (2:1) and the insoluble were filtered off The filtrate was loaded directly on silica gel and purified by column chromatography on silica gel using a gradient of 0 to 10% MeOH in DCM to give 7-(4-methoxybenzyl)-3-methyl-4-(2-(methylamino)quinazolin-6-yl)-1,7-naphthyridin-8(7H)-one (0.940 g, 90.2% yield) as a yellow solid. MS(M+H)− 438.

Provenance & Evidence