反応 #649934

反応方程式

1,2-dimethoxyethane

Sodium t-butoxide

cyclobutanol

2-Fluoro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

→

title compound

2-(Cyclobutyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度and then cooled
2. 2
   その他partitioned between ethyl acetate (50 ml) and water (50 ml)
3. 3
   workup.DISSOLUTIONto dissolve in either phase
4. 4
   その他was removed by filtration
5. 5
   その他The organic phase was separated
6. 6
   洗浄washed with saturated brine
7. 7
   乾燥dried over anhydrous magnesium sulphate
8. 8
   ろ過filtered
9. 9
   その他evaporated
10. 10
    その他to give a cream foam
11. 11
    その他purified on an aminopropyl (NH2) cartridge (110 g)
12. 12
    workup.WAITfollowed by a 0-20% methanol (+1% triethylamine) gradient over 40 mins
13. 13
    その他evaporated in vacuo

実験手順

Sodium t-butoxide (3.31 g, 34.2 mmol) was added portionwise to cyclobutanol (10 ml) at room temperature. The mixture became very thick and was heated to 50° C. 2-Fluoro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (2 g, 8.43 mmol) was added followed by 1,2-dimethoxyethane (3 ml) and the mixture stirred at 50° C. for 90 mins. and then cooled and partitioned between ethyl acetate (50 ml) and water (50 ml). A precipitate that failed to dissolve in either phase was removed by filtration. The organic phase was separated, washed with saturated brine, dried over anhydrous magnesium sulphate, filtered and evaporated to give a cream foam. This material was dissolved in dichloromethane and purified on an aminopropyl (NH2) cartridge (110 g) using a 0-100% ethyl acetate in cyclohexane gradient followed by a 0-20% methanol (+1% triethylamine) gradient over 40 mins. The appropriate fractions were combined and evaporated in vacuo to give the title compound as an off-white solid (0.655 g).

出典