3-Mercaptopropionic Acid → HCID 59224706, compound

Participants

Reaction Conditions

Reaction Steps

Commercially available 2-amino-4,6-dichloropyrimidine (0.79 g, 4.84 mmol), 3-mercaptopropionic acid (0.43 g, 4.04 mmol), cesium carbonate (1.3 g, 4.02 mmol), and N,N-dimethylformamide (7.0 ml) were placed in a reaction vessel. The mixture was stirred at 80° C. for 15 minutes. After the reaction solution was cooled to room temperature, ethyl acetate, water, and a saturated aqueous sodium bicarbonate solution were added thereto. The organic layer was separated, and then extracted with a saturated aqueous sodium bicarbonate solution. After the aqueous layers were combined together and washed with ethyl acetate, its pH was adjusted to about 4 using 1N hydrochloric acid. The solution was extracted with ethyl acetate. The extract was sequentially washed with 1N hydrochloric acid and a saturated aqueous sodium chloride solution, and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to yield 3-(2-amino-6-chloropyrimidin-4-ylsulfanyl)propionic acid (1.44 g).

Provenance & Evidence