Thioglycolic Acid → HCID 66616094, compound

Participants

Reaction Steps

To a solution of (S)—N-(1-(4-(3,3-dimethyl-2-oxoindolin-1-yl)piperidin-1-yl)-1-oxo-4-phenylbutan-2-yl)-N-methyl-2-nitrobenzenesulfonamide (3.30 g, with triphenylphosphineoxide as impurity, EXAMPLE 73, Step 2) in dimethyl formamide (10 mL) were added mercaptoacetic acid (491 mg, 5.33 mmol) and lithium hydroxide monohydrate (447 mg, 10.7 mmol) at room temperature. After stirring for 16 h, the mixture was diluted with ethyl acetate and saturated sodium hydrogen carbonate aqueous solution. The organic layer was washed with saturated sodium hydrogen carbonate aqueous solution and brine, dried over sodium sulfate and concentrated in vacuo. The residue was diluted with dichloromethane (10 mL) and to the solution was added hydrogen chloride in methanol. Then the mixture was concentrated. The residue was diluted with methanol, and mixed with strong cation exchange gel (BondeSil(registered trademark) SCX, 40 g, Varian Inc.). The gel was filtered and washed with 1 mol/L ammonia in methanol, and the solution was concentrated to give the title compound (636 mg, 71%).

Provenance & Evidence