Sodium Hydroxide → HCID 24810288, compound

Participants

Reaction Conditions

Reaction Steps

An aqueous solution of sodium hydroxide (2 N, 2.0 mL, 1.0 mmol) was added to a solution of 4-amino-3-{5-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (0.22 g, 0.42 mmol) (from Example 47 supra) in tetrahydrofuran/methanol (3:1, 8 mL) and the mixture was heated at 50° C. for 1 day. The reaction mixture was concentrated and azeotroped with toluene. The solid residue was triturated with ethyl acetate. The solid was then suspended in water and treated with hydrochloric acid (1 N). After stirring 30 minutes, the solid was collected, washed with water and dried to give 4-amino-3-{5-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid. (Yield 0.20 g, 95%).

Provenance & Evidence