反应详情

温度

110 °C

Tetrahydrofurfuryl alcohol (4.09 g) was diluted with 1,2-dimethoxyethane (20 mL). To this solution was added sodium tert-butoxide (3.84 g) gradually. The resultant reaction mixture was stirred until homogeneous (orange solution) before 2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (2.53 g) was added. The reaction mixture was then heated to 110° C. (external) overnight under nitrogen. The reaction mixture was quenched with water (100 mL) and extracted with ethyl acetate (100 mL, 3 times). The organic layer was separated, combined and then dried by passing through a hydrophobic frit. This was evaporated under reduced pressure and the resultant material was then purified by silica chromatography eluting with 0-100% ethyl acetate: cyclohexane followed by methanol. An ISCO pump fault was detected whilst eluting with methanol, this line carried ethyl acetate previously and it was not known if the fault existed when eluting with ethyl acetate: cyclohexane. The appropriate fractions were evaporated to give the title compound as a solid (1.7258 g). This material was used in the next stage without further purification.

1. customThe resultant reaction mixture
2. additionwas added
3. customThe reaction mixture was quenched with water (100 mL)
4. extractionextracted with ethyl acetate (100 mL, 3 times)
5. customThe organic layer was separated
6. customdried
7. customThis was evaporated under reduced pressure
8. customthe resultant material was then purified by silica chromatography
9. washeluting with 0-100% ethyl acetate
10. washwhilst eluting with methanol
11. washeluting with ethyl acetate
12. customThe appropriate fractions were evaporated