3-Mercaptopropionic Acid → HCID 59224706, compound

Temperature

80 °C

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).

1. temperatureAfter the reaction solution was cooled to room temperature
2. customThe organic layer was separated
3. extractionextracted with a saturated aqueous sodium bicarbonate solution
4. washwashed with ethyl acetate, its pH
5. extractionThe solution was extracted with ethyl acetate
6. washThe extract was sequentially washed with 1N hydrochloric acid
7. dry with materiala saturated aqueous sodium chloride solution, and then dried over anhydrous sodium sulfate
8. filtrationAfter filtration
9. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-7bdc1ac5cfda4289bf9fa765774e4a62

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08362236B2