Lithium hydroxide, monohydrate → HCID 178524864, compound

Participants

Reaction Steps

To a solution of 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid tert-butyl ester (344) (3.9 g, 7.64 mmol) in tetrahydrofuran (60 mL) and water (12 mL) was added LiOH.H2O (3.2 g, 76.4 mmol) and the reaction mixture heated to reflux for 20 h (the reaction was monitored by LC-MS), tetrahydrofuran was removed from the reaction mixture under vacuum and the residue was diluted with water (50 mL). The aqueous layer was washed with ethyl acetate (2×50 mL) and then acidified with 1N HCl to pH 3. A white solid was separated by filtration and dried in vacuum to get pure 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (345) (2.65 g, 76%) as a white solid.

Provenance & Evidence