Cesium carbonate → N'-(5-chloro-1,3-benzodioxol-4-yl)-N-[2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

2-Methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-amine (71 mg), palladium acetate (1 mg), Xantphos (24 mg), caesium carbonate (166 mg) and 2-chloro-N-(5-chloro-1,3-benzodioxol-4-yl)pyrimidin-4-amine (117 mg) were dissolved in dioxane (4 ml) under nitrogen and heated in a microwave reactor at 150° C. for 60 minutes. The reaction was cooled and partitioned between ethyl acetate and water. The organic layer was dried and concentrated to give a brown solid that was purified by reverse phase chromatography to give N′-(5-chloro-1,3-benzodioxol-4-yl)-N-[2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]pyrimidine-2,4-diamine as a yellow solid (25 mg, 13%); NMR Spectrum (300 MHz, CDCl3) 2.30 (s, 3H), 2.37 (s, 3H), 2.55 (br s, 4H), 3.64 (br s, 4H), 5.90 (s, 2H), 5.95 (d, 1H), 6.58-6.68 (m, 1H), 6.78-6.95 (m, 1H), 7.40 (s, 1H), 8.09 (d, 1H); Mass Spectrum M+ 455.

Provenance & Evidence