Lithium hydroxide, monohydrate → (1-{3-[(Cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}-acetyl)amino]propyl}cyclopropyl)acetic Acid

Participants

Reaction Steps

71 mg (1.69 mmol) of lithium hydroxide monohydrate were added to a solution of 230 mg (0.42 mmol) of methyl (1-{3-[(cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetyl)amino]propyl}cyclopropyl)acetate in 2.8 ml of THF and 1.4 ml of water, and the mixture was stirred at RT overnight. After the reaction had gone to completion, the THF was removed under reduced pressure and the reaction solution was diluted with water and then adjusted to pH 2 with 1 M hydrochloric acid. The precipitated solid was filtered off, washed with water and dried under reduced pressure at 45° C. overnight. This gave 217 mg (0.41 mmol, 97% of theory) of the title compound as a white solid.

Provenance & Evidence