反応 #614998

反応方程式

water

Cyclopentanol

sodium tert-butoxide

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

→

title compound

収率 78.5%

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

収率 78.5%

溶媒

1,2-dimethoxyethane

ethyl acetate

反応条件

後処理

1. 1
   その他to give a thick suspension which
2. 2
   温度The mixture was cooled
3. 3
   その他The layers separated
4. 4
   洗浄the aqueous layer washed again with ethyl acetate
5. 5
   洗浄washed with brine
6. 6
   乾燥dried over anhydrous magnesium sulphate
7. 7
   濃縮concentrated under reduced pressure at 40° C
8. 8
   洗浄eluted firstly with a 0-100% ethyl acetate in cyclohexane gradient over 10 column volumes
9. 9
   その他evaporated

実験手順

Cyclopentanol (25 ml, 275 mmol) was added to sodium tert-butoxide (4.05 g, 42.2 mmol) to give a thick suspension which was diluted with 1,2-dimethoxyethane (35 ml) and heated to 50° C. 2-Fluoro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (2.5 g, 10.54 mmol) was added to the resulting solution which was then stirred under nitrogen at 50° C. for 20 hours. The mixture was cooled and water and ethyl acetate were added. The layers separated and the aqueous layer washed again with ethyl acetate. The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulphate and concentrated under reduced pressure at 40° C. The residue was loaded in cyclohexane (50 ml) onto 330 g silica cartridge and eluted firstly with a 0-100% ethyl acetate in cyclohexane gradient over 10 column volumes and then with a 0-30% methanol in ethyl acetate gradient. Product-containing fractions were combined and evaporated to give the title compound as a white foam (2.51 g).

出典