Hydrochloric Acid → HCID 68681161, compound

Participants

Reaction Steps

Experimental condition analogous to Example 18 were used with 3-[3-(2,4-difluoro-phenyl)-2-methyl-allylamino]-piperidine-1-carboxylic acid tert-butyl ester 0.35 g (0.94 mmol), 3,4,5-trimethoxy benzoic acid 0.24 g (1.13 mmol), thionyl chloride 0.15 g (0.94 mmol) and triethylamine 0.1 ml. The reaction yielded 380 mg BOC protected intermediate. This intermediate 0.36 g (0.64 mmol) was dissolved in 5 ml dioxane, 6 N HCl was added, and the mixture was stirred at room temperature for 14 hr. A basic work up led to 319 mg of free amine. This was converted to the HCl salt, yielding 100 mg of a yellow solid. Yield: 33%.

Provenance & Evidence