Cesium carbonate → Methyl 3-(8-(6-(3,3-dimethylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

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Reaction Conditions

Reaction Steps

A mixture of methyl 3-(8-bromoimidazo[1,2-b]pyridazin-6-yl)benzoate (0.10 g, 0.3 mmol), 6-(3,3-dimethylpyrrolidin-1-yl)pyridin-2-amine (60 mg, 0.3 mmol), Pd2(dba)3 (0.014 g, 0.03 mmol), BINAP (0.038 g, 0.06 mmol) and Cs2CO3 (0.3 g, 0.9 mmol) in dioxane (10 mL) was heated to 100° C. for 15 h in a sealed tube under N2 atmosphere then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200˜300 mesh, dichloromethane:MeOH=100:1) to afford methyl 3-(8-(6-(3,3-dimethylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate (110 mg, 83%) as a brown solid. LC-MS: [M+1]+=443, tR=2.065 min.

Provenance & Evidence