Hydrochloric Acid → HCID 178523835, compound

Participants

Reaction Steps

To a stirred suspension of N-{trans-3-[(2,3-dichlorophenyl)oxy]cyclobutyl}-5-({[(methyloxy)methyl]oxy}methyl)imidazo[1,2-a]pyridine-8-carboxamide (598 mg, 1.328 mmol) in THF (5 mL) was added 5 to 6M HCl in 2-propanol (5 mL, 27.5 mmol) and a clear solution was observed. The reaction mixture was stirred under a nitrogen atmosphere at room temperature for 1 hour. More 5-6M HCl in 2-propanol (0.5 mL) was added and stirring continued for another hour when HPLC indicated the reaction to be complete. The mixture was concentrated in vacuo to give a colourless gum (2.163 g). This material was partitioned between ethyl acetate (30 mL) and sodium bicarbonate (2×15 mL). The organic phase was separated, washed with brine (15 mL), dried over magnesium sulphate and evaporated in vacuo to give the title compound as a yellow solid (537 mg).

Provenance & Evidence