Water → HCID 178522483, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-5-fluoro-phenyl)-1H-benzoimidazol-2-yl]-amide (0.07 g) in N-methylpyrrolidone (1 mL), was added piperidin-4-ol (0.08 g) and the mixture was heated to 80° C. for 12 hours. After cooling the reaction mixture, 10 mL of water was added and the reaction mixture was stirred for 10 minutes. The reaction was then filtered through a fine fritted funnel and the crude product was washed with water. After air drying, purified by column chromatography (pre-packed silica column) using a gradient of 0 to 10% 2M ammonia-methanol in DCM to obtain 6-(4-hydroxy-piperidin-1-yl)-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-5-fluoro-phenyl)-1H-benzoimidazol-2-yl]-amide (32 mg). LCMS (m/z): 506.7. 1H NMR (400 MHz, DMSO-d6) δ 8.64 (1H, s) 7.93 (1H, d) 7.80-7.86 (1H, m) 7.48-7.65 (4H, m) 7.35-7.43 (2H, m) 4.79 (1H, br. s.) 3.95 (2H, ddd) 3.70-3.80 (1H, m) 3.18-3.45 (2H, m) 1.79-1.90 (2H, m) 1.39-1.53 (2H, m).

Provenance & Evidence