Hydrochloric Acid → HCID 59224707, compound

Participants

Reaction Steps

3-(2-Amino-6-chloropyrimidin-4-ylsulfanyl)propionic acid (240 mg) obtained in Step 1 above and N-hydroxybenzotriazole (180 mg, 1.33 mmol) were placed in a reaction vessel, and then N,N-dimethylformamide (4.0 ml) was added thereto. 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (255 mg, 1.33 mmol), 3-aminopropylcarbamic acid tert-butyl ester (155 mg, 0.89 mmol), and diisopropylethylamine (0.79 ml, 4.52 mmol) were added to the solution. The resulting mixture was stirred at room temperature for 4 hours. The reaction was stopped with 1N hydrochloric acid, and the solution was extracted with ethyl acetate. The ethyl acetate solution was sequentially washed with 1N hydrochloric acid, a saturated aqueous sodium bicarbonate solution, and a saturated aqueous sodium chloride solution. The washed ethyl acetate solution was dried over anhydrous sodium sulfate (10 g). After filtration, the filtrate was concentrated under reduced pressure to yield {3-[3-(2-amino-6-chloropyrimidin-4-ylsulfanyl)propionylamino]propyl}carbamic acid tert-butyl ester (175 mg).

Provenance & Evidence