1-Methylimidazole → 4-(1-(8-(5,6-Dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)pyrrolidin-3-ylcarbamoyl)benzoic acid

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Reaction Steps

A mixture of 6-(3-aminopyrrolidin-1-yl)-N-(5,6-dimethoxypyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (180 mg, 0.51 mmol), 4-(methoxycarbonyl)benzoic acid (92 mg, 0.51 mmol), EDCI (389 mg, 2.0 mmol), triethylamine (103 mg, 1.02 mmol) and 1-methyl-1H-imidazole (167 mg, 2.0 mmol) in dichloromethane (10 mL) was stirred at room temperature for 16 h. The residue was concentrated and purified by chromatography (silica gel, 200-300 mesh, dichloromethane:MeOH=20:1) to give 4-(1-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)pyrrolidin-3-ylcarbamoyl)benzoic acid (100 mg, 38%) as a brown liquid. LC-MS: 518 [M+1]+, tR=1.327 min.

Provenance & Evidence