1,2-Dichloroethane → HCID 23156171, compound

Participants

Reaction Steps

Compound 140 (0.200 g, 0.55 mmol) was dissolved in THF-DMF (1:4)(5.0 mL), and EDC (0.138 g, 0.72 mmol), 1-hydroxybenzotriazole hydrate (89.2 mg, 0.66 mmol) and 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (151 mg, 0.66 mmol) were added to the solution, followed by stirring at room temperature overnight. The reaction mixture was added with water and extracted with ethyl acetate three times. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 4-[4-(2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-ylmethyl)phenylamino]-1-[1-(tert-butoxycarbonyl)piperidin-4-ylcarbonyl]piperidine (0.311 g, 0.54 mmol, 98%).

Provenance & Evidence