Water → HCID 90214926, compound

Participants

Reaction Steps

To a solution of ethyl 2-[[5-(3-fluorooxetan-3-yl)-4-[(1S)-2,2,2-trifluoro-1-methyl-ethoxy]pyridine-2-carbonyl]amino]-2-(5-methyl-1,2,4-oxadiazol-3-yl)propanoate (example 183a, 150 mg, 306 μmol) in a mixture of THF (2 ml)/water (1 ml) was added LiOH monohydrate (25.7 mg, 612 μmol). The reaction mixture was sonicated to dissolve the solids. The reaction was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and extracted with 1 mL of an aqueous solution 2M trifluoroacetic acid. The organic phase was collected and the aqueous phase was back-extracted with ethyl acetate. Combined organic phases were dried over sodium sulfate and evaporated down to dryness. The crude material was dissolved in toluene and evaporated down to dryness to yield to yield the title compound (180 mg, 100%) as a crude solid which was used without any purification. MS (ESI, m/z): 463.5 (M+H+).

Provenance & Evidence