Methanol → HCID 59314266, compound

Participants

Reaction Steps

A 100 mL round bottom flask which contains 2-[(3,4,5,6-Tetrahydro-2H-[1,3′]bipyridinyl-2′-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester (360, 370 mg, 0.94 mmol) is charged with 1,4-dioxane (4 mL) and MeOH (4 mL). A stirring bar is added and stirring is initiated. After dissolution, water (2 mL) is added followed by LiOH monohydrate (100 mg, 2.38 mmol). After 38 h, tlc analysis (silica, 50% EtOAc/heptanes) indicates that the starting material has been completely consumed. Amberlyst highly acidic exchange resin (0.5 g) is added to the reaction vial. The reaction is capped and allowed to stir at ambient temperature. After 4 h, the contents of the flask are filtered through a pad of Celite. The solvent is removed from the filtrate. The residue is reconstituted with iPrOH/toluene (20+20 mL) and the solvent is removed. This process is repeated 1 time. Pumping to constant weight provides white solid (0.29, 84%).

Provenance & Evidence