Methanol → HCID 59314352, compound

Participants

Reaction Steps

40 mL vial containing the 2-[(5-chloro-3-methyl-benzo[b]thiophene-2-carbonyl)-amino]-indane-2-carboxylic acid ethyl ester (0.53 g, 1.28 mmol) is charged with MeOH (7.5 mL) and a stirring bar is added. Stirring is initiated. After dissolution, water (3.8 mL) is added followed by the LiOH (134 mg, 3.20 mmol). After 36 h, tlc analysis (silica, 5% i-PrOH/DCM) indicates that the starting material is completely consumed. The pH of the reaction mixture is carefully adjusted to pH 2 by slowly adding dilute aqueous HCl (3%, ˜10 mL). The contents of the flask are poured into a reparatory funnel containing EtOAc (30 mL). The layers are separated. The aqueous layer is extracted with EtOAc (20 mL). The combined organic extracts are washed with water (20 mL) and brine (20 mL), dried over MgSO4, filtered and concentrated to yield 360 mg of amorphous white solid.

Provenance & Evidence