Hydrochloric Acid → 5-{[6-(2-Hydroxy-1-morpholin-4-ylethyl)pyridin-2-yl]amino}-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Ethyl 5-{[6-(2-hydroxy-1-morpholin-4-ylethyl)pyridin-2-yl]amino}-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylate (68 mg, 0.126 mmol) was taken up in tert-butanol (1.3 mL) and methanol (1.3 mL) and aqueous 1.0 M potassium hydroxide (0.63 mL, 0.63 mmol) was added. The resulting slurry was stirred at 60° C. for 4.5 hrs (the slurry became a homogenous yellow solution soon after reaching 60° C.). The reaction was cooled to room temperature and neutralized with 0.63 mL 1M aqueous hydrochloric acid. A yellow precipitate then formed. The resulting slurry was concentrated under reduced pressure, suspended in methanol, and concentrated again to afford the title compound as a yellow solid. LRMS (APCI) calcd for C24H29N6O5S [M+H]+, 513.2; found 513.0.

Provenance & Evidence