反应详情

温度

80 °C

Partially purified 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-methanesulfinyl-pyrimidin-2-ylamine (100 mg) obtained in Step 5 described above was dissolved in N,N-dimethylformamide (1 mL), mercapto acetic acid (0.058 mL) and N,N-diisopropylethylamine (0.192 mL) were added, and this was stirred under nitrogen atmosphere at 80° C. for one hour. After cooling the obtained mixture to room temperature, N,N-dimethylformamide (2 mL), ammonium chloride (134 mg), 1-hydroxybenzotriazole hydrate (422 mg), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride salt (480 mg), and N,N-diisopropylethylamine (0.432 mL) were added, and this was stirred at room temperature for 13 hours. The reaction solution was diluted with ethyl acetate (30 mL), then washed with aqueous ammonium chloride solution (20 mL×2), water (30 mL×2), and saturated aqueous sodium hydrogen carbonate solution (20 mL×2) successively, and then dried over anhydrous sodium sulfate. The residue obtained after filtration and concentration was purified by silica gel thin layer chromatography (developing solvent; dichloromethane:methanol=9:1), and thus, 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-acetamide (compound 314) (62 mg) was obtained as a white solid.

1. temperatureAfter cooling the obtained mixture to room temperature
2. stirringthis was stirred at room temperature for 13 hours
3. washwashed with aqueous ammonium chloride solution (20 mL×2), water (30 mL×2), and saturated aqueous sodium hydrogen carbonate solution (20 mL×2) successively
4. dry with materialdried over anhydrous sodium sulfate
5. customThe residue obtained
6. filtrationafter filtration and concentration
7. customwas purified by silica gel thin layer chromatography (developing solvent; dichloromethane:methanol=9:1)