1-Methylimidazole → Tert-butyl 4-(3-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzamido)benzoate

Participants

Reaction Steps

A mixture of 3-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid (100 mg, 0.26 mmol), tert-butyl 4-aminobenzoate (50 mg, 0.26 mmol), 1-methyl-1H-imidazole (85 mg, 1.02 mmol) and EDCI (200 mg, 1.02 mmol) in DMF (3 mL) was stirred for 16 h at room temperature. Ethyl acetate (10 mL) and water (10 mL) were added to the mixture and the organic layer was washed with brine (10 mL×2) then dried over Na2SO4. The residue was concentrated and purified by chromatography (dichloromethane:MeOH=50:1) to give tert-butyl 4-(3-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzamido)benzoate (80 mg, 55%) as a yellow solid. LC-MS: [M+H]+, 567, tR=1.820 min

Provenance & Evidence