反応 #615003

反応方程式

(2R)-2-pentanamine

dichloromethane

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

→

title compound

N2-[(1R)-1-Methylbutyl]-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2,6-diamine

溶媒

ethylene glycol

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   その他partitioned between water (200 ml) and ethyl acetate (200 ml)
3. 3
   その他The organic phase was separated
4. 4
   洗浄washed with saturated brine
5. 5
   乾燥dried over anhydrous magnesium sulphate
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
9. 9
   その他purified on a 110 g aminopropyl (NH2) cartridge
10. 10
    その他over 40 mins
11. 11
    その他evaporated in vacuo
12. 12
    その他the residue triturated with diethyl ether
13. 13
    その他removed by filtration
14. 14
    その他Evaporation of the ether filtrate

実験手順

A crude sample of (2R)-2-pentanamine containing dichloromethane (11.12 g containing ca 3.1 g, 35.6 mmol of amine) was added to a suspension of 2-fluoro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (5.00 g, 21.08 mmol) in ethylene glycol (50 ml). The mixture was heated at 110° C. for 20 hours and then cooled to room temperature and partitioned between water (200 ml) and ethyl acetate (200 ml). The organic phase was separated, washed with saturated brine, dried over anhydrous magnesium sulphate, filtered and evaporated. The residue was dissolved in dichloromethane and purified on a 110 g aminopropyl (NH2) cartridge using a 0-100% ethyl acetate-cyclohexane gradient over 40 mins. The appropriate fractions were combined and evaporated in vacuo and the residue triturated with diethyl ether and some insoluble starting material removed by filtration. Evaporation of the ether filtrate afforded the title compound as an off-white foam (2.34 g).

出典