Hydrochloric Acid → HCID 178466743, compound

Participants

Reaction Conditions

Reaction Steps

3,3-Dimethyl-1-(trans-3-((5-(2-methyl-1,3-dioxolan-2-yl)pyridin-2-yl)amino)cyclobutyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (68 mg, 0.172 mmol) was dissolved in dioxane (345 μl). Aqueous hydrochloric acid (2 M, 862 μl, 1.724 mmol) was added and the reaction mixture heated at 80° C. for 3 h. The reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate. The aqueous layer was back extracted with ethyl acetate and the combined organic layer was dried with sodium sulfate and concentrated. The crude product was purified silica chromatography eluting with a gradient of ethyl acetate in hexane (0-70%) to give 1-(trans-3-((5-acetylpyridin-2-yl)amino)cyclobutyl)-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (30 mg, 0.086 mmol, 49.7% yield) as white solid. M+1: 351.

Provenance & Evidence