Acetic Anhydride → Acetic acid 2-{3-[(R)-{4-[amino(2-methylallyloxycarbonylimino)methyl]phenylamino}-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]-triazol-3-yl)methyl]-2-fluoro-5-methoxyphenoxy}ethyl ester

関与物質

反応手順

To a mixture of 4-{[(R)-[2-fluoro-3-(2-hy droxy ethoxy)-5-methoxyphenyl] (5-oxo-1-pyrimidi n-2-yl-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]amino}benzamidine (R)-methoxyphenylacetate (0.5 g, 0.755 mmol), carbonic acid 2-methylallyl ester 4-nitrophenyl ester [CAS No. 218598-29-9] (179 mg, 0.755 mmol), and N,N-dimethylformamide (1.5 mL), triethylamine (0.532 mL, 3.78 mmol) was added, and the resulting mixture was stirred overnight at room temperature. To the reaction solution, 4-dimethylaminopyridine (2.78 mg, 0.0228 mmol) and acetic anhydride (0.157 mL, 1.66 mmol) were added, and the resulting mixture was stirred at room temperature for 1 hour and 20 minutes. A buffer of pH 6 was added to the reaction solution, and the resulting mixture was extracted four times with a mixture of ethyl acetate and tetrahydrofuran (ethyl acetate:tetrahydrofuran=1:1). All the organic layers were combined, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then filtered. The filtrate obtained was concentrated under reduced pressure, after which acetone (3 mL) was added to the residue obtained, and the resulting mixture was stirred at room temperature for 3 days. The precipitated solid was filtered and washed with acetone (1.5 mL). The solid obtained was dried under air flow to obtain the captioned compound (246 mg).

情報源と証拠