Cysteamine → HCID 59224687, compound

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Reaction Steps

5-(2-Amino-6-chloropyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester (Compound 1-1) (5.0 g, 15.0 mmol) obtained in Example 1-1 was dissolved in N,N-dimethylformamide (125 ml), and then cesium carbonate (11.5 g, 150.0 mmol) and 2-aminoethanethiol (48.8 g, 150.0 mmol) were added thereto at room temperature. The resulting mixture was stirred at room temperature for three hours, and then diluted with ethyl acetate (500 ml). The solution was sequentially washed with water (500 ml, three times) and a saturated aqueous sodium chloride solution (500 ml). The washed organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting crude product was dissolved in ethyl acetate (20 ml) while heating, and n-hexane (60 ml) was added thereto. The mixture was stirred at room temperature for one hour. The precipitated crystals were collected by filtration. After washing with n-hexane (60 ml), the crystals were dried under reduced pressure to yield 5-[2-amino-6-(2-aminoethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester (4.4 g) as colorless crystals.

Provenance & Evidence