3-(Trifluoromethyl)benzeneacetic acid → N-(5-{[1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]acetamide

Participants

Reaction Steps

Prepared according to Method 1 (Example 19) using (5-aminopyridin-3-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone (Preparation 28), 3-trifluoromethylphenylacetic acid and DIPEA. The residue was purified using silica gel column chromatography eluting with 80% EtOAc in hexane followed by acid deprotection using 10% HCl in dioxane at room temperature for 18 hours. The reaction was concentrated in vacuo and purified using preparative HPLC to afford the title compound.

Provenance & Evidence