反应详情

To a suspension of compound 15 (200 mg, 0.63 mmol) in dichloromethane (8 mL) at 0° C. was added oxalyl chloride (0.35 mL of a 2M solution in dichloromethane, 0.69 mmol) and catalytic DMF (5 drops) and the resulting reaction mixture was allowed to stir at 0 C for 10 minutes and then at room temperature for 20 minutes. Thereafter a mixture of 2-aminopyrimidine (132 mg, 1.39 mmol) and pyridine (0.11 mL, 1.39 mmol) in THF (2 mL) was added to the reaction mixture and was allowed to stir at room temperature for 4 hours. The reaction mixture was poured onto 1N HCl and extracted with ethyl acetate (3×20 mL). The combined ethyl extracts were dried over anhydrous sodium sulfate and dried in vacuo. Chromatography (SiO2, 20 to 70% EtOAc-Hexanes eluant) provided 70 mg of 16 as a white solid. (170 mg theoretical, 41% yield). 1H NMR (300 MHz, DMSO): δ 10.55 (br s, 1H), 8.5 (d, J=3 Hz, 2H), 7.75-7.6 (m, 3H), 7.5 (m, 1H), 7.4 (m, 1H), 7.2-7.05 (m, 2H), 7.0-6.9 (m, 1H), 5.75 (s, 1HO, 5.15 (d, J=15 Hz, 1HO, 4.65 (d, J=15 Hz, 1H), 3.3 (d, J=15 Hz, 1H), 3.1 (d, J=15 Hz, 1H). MS: m/z (MH+) 397.

1. customthe resulting reaction mixture
2. waitat room temperature for 20 minutes
3. additionwas added to the reaction mixture
4. stirringto stir at room temperature for 4 hours
5. extractionextracted with ethyl acetate (3×20 mL)
6. dry with materialThe combined ethyl extracts were dried over anhydrous sodium sulfate
7. customdried in vacuo