Sodium Hydroxide → HCID 44601271, compound

Participants

Reaction Steps

To a slurry of methyl 3-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)propanoate (0.114 g, 0.26 mmol) in 3 mL THF/1 mL water was added sodium hydroxide (0.53 mL, 0.53 mmol). The reaction mixture became light yellow and was still heterogeneous. After stirring overnight, the slightly milky solution was treated with a stream of nitrogen to remove the THF, then 0.53 mL 1N HCl to neutralize base, at which point a white precipitate formed, and diluted with 3 mL 3M pH 4.8 sodium acetate buffer. The reaction mixture was filtered and the solid rinsed with water and MeOH. The solid was collected and dried in vacuo to give 3-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)propanoic acid as a white solid. MS (ESI) m/z; calculated: 418.1; Observed: 419.1 (M++1).

Provenance & Evidence