Hydrochloric Acid → HCID 178428953, compound

Participants

Reaction Steps

90 mg (0.19 mmol, 1.0 eq.) of methyl trans-4-{[({7-[(2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]methyl}cyclohexanecarboxylate from Example 35 were dissolved in 5.5 ml of THF/methanol (5/1) and admixed with 1.3 ml of 1 N aqueous lithium hydroxide solution. The mixture was stirred at RT for 3 days. Subsequently, another 2 ml of 1 N lithium hydroxide solution were added and the mixture was stirred at 60° C. for 7 days. After cooling, the mixture was acidified to pH=3 with 1 N hydrochloric acid and freed of the organic solvents on a rotary evaporator. The resulting aqueous phase was extracted three times with dichloromethane and the combined organic phases were washed with water, then dried with sodium sulphate, filtered and concentrated. The residue was purified by means of thick-layer chromatography (eluent:dichloromethane/methanol=20/1). 46 mg of the target compound were obtained (53% of theory).

Provenance & Evidence