反应 #1880992

反应方程式

8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-3-propyl-3,7-dihydro-purine-2,6-dione

P4S10

→

titled compound

收率 19.0%

8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-3-propyl-6-thioxo-1,3,6,7-tetrahydro-purin-2-one

收率 19.0%

溶剂

pyridine

反应条件

后处理

1. 1
   温度under reflux for 6 h
2. 2
   其他quenched slowly with 5 mL of H2O
3. 3
   其他was then acidified at 0° C. to pH 5 with 6 N HCl
4. 4
   萃取The aqueous layer was extracted with EtOAc
5. 5
   干燥The combined organic layer was dried (Na2SO4)
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他Purification by preparative HPLC

实验过程

8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-3-propyl-3,7-dihydro-purine-2,6-dione (500 mg, 1.57 mmol) was dissolved in 10 mL of pyridine. P4S10 (1.05 g, 1.5 eq) was added and the reaction mixture was stirred under reflux for 6 h. The reaction mixture was then cooled to rt and quenched slowly with 5 mL of H2O. The mixture was then acidified at 0° C. to pH 5 with 6 N HCl. The aqueous layer was extracted with EtOAc. The combined organic layer was dried (Na2SO4) and concentrated under reduced pressure. Purification by preparative HPLC afforded 100 mg of the titled compound.

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