Potassium Carbonate → [2-(2-Amino-6-chloropyrimidin-4-ylsulfanyl)ethyl]carbamic acid tert-butyl ester

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Reaction Steps

A mixture of commercially available 2-amino-4,6-dichloropyrimidine (428 mg, 2.61 mmol), potassium carbonate (361 mg, 2.61 mmol), N,N-dimethylformamide (5.0 ml), and (2-mercaptoethyl)carbamic acid tert-butyl ester (356 mg, 2.0 mmol) was stirred in a reaction vessel at room temperature for 3 hours. A saturated aqueous ammonium chloride solution was added to the reaction solution, and extracted with ethyl acetate. The organic layer was separated, and then sequentially washed with a saturated aqueous ammonium chloride solution and a saturated aqueous sodium chloride solution. The organic solution was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: n-hexane:ethyl acetate=5:1 to 2:1) to yield [2-(2-amino-6-chloropyrimidin-4-ylsulfanyl)ethyl]carbamic acid tert-butyl ester (548 mg).

Provenance & Evidence