反应详情

温度

50 °C

A mixture of 4-[3-butyl-8-chloro-2,6-dioxo-7-(2-propen-1-yl)-2,3,6,7-tetrahydro-1H-purin-1-yl]butyl methanesulfonate (50 mg, 0.12 mmol), Cs2CO3 (45 mg, 0.14 mmol) and DMF (3 ml) was treated with 5-phenyl-1H-tetrazole (20 mg, 0.14 mmol) and stirred for 60 h at 50° C. After cooling, the mixture was degassed by applying a vacuum and then nitrogen was introduced. Pd(PPh3)4 (20 mg, 0.017 mmol) was added and the mixture degassed once more. Morpholine (150 μl, 1.7 mmol) was added and the mixture was stirred under nitrogen for 18 h, then partitioned between 2M HCl (aq) and EtOAc. The organic layer was separated and the aqueous layer extracted again with EtOAc. The combined extracts were concentrated, giving a yellow residue. MeOH was added and then passed down an NH2-propyl column with the product eluting with 2% AcOH/MeOH. Further purification by MDAP gave the title compound as an off-white solid (15 mg, 29%).

1. temperatureAfter cooling
2. customthe mixture was degassed
3. additionnitrogen was introduced
4. customthe mixture degassed once more
5. stirringthe mixture was stirred under nitrogen for 18 h
6. custompartitioned between 2M HCl (aq) and EtOAc
7. customThe organic layer was separated
8. extractionthe aqueous layer extracted again with EtOAc
9. concentrationThe combined extracts were concentrated
10. customgiving a yellow residue
11. washeluting with 2% AcOH/MeOH
12. customFurther purification by MDAP