反応 #10532

反応方程式

2-chloro-N-(2,2-diphenylethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

sodium thiomethoxide

→

title compound

収率 99.8%

N-(2.2-Diphenylethyl)-2-(methylsulfanyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

収率 99.8%

溶媒

water

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.WAITreheated at 100° C. for a further 2 hours
2. 2
   温度The reaction mixture was cooled
3. 3
   その他A suspension was formed which
4. 4
   抽出was extracted with diethyl ether (×2)
5. 5
   洗浄The combined organic layers were washed sequentially with water and brine
6. 6
   乾燥dried over anhydrous magnesium sulphate
7. 7
   ろ過filtered
8. 8
   その他the solvent removed under reduced pressure
9. 9
   その他The residue was azeotroped with diethyl ether

実験手順

A solution of 2-chloro-N-(2,2-diphenylethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (Preparation 2) (49.7 g, 0.11 mol) in dry N,N-dimethylformamide (200 ml) was treated with sodium thiomethoxide (10 g, 0.14 mol) and the resulting mixture heated under an atmosphere of nitrogen at 100° C. for 90 minutes. The mixture was stirred at room temperature for 72 hours and then reheated at 100° C. for a further 2 hours. The reaction mixture was cooled and diluted with water (1000 ml). A suspension was formed which was extracted with diethyl ether (×2). The combined organic layers were washed sequentially with water and brine, dried over anhydrous magnesium sulphate, filtered and the solvent removed under reduced pressure. The residue was azeotroped with diethyl ether followed by pentane to afford the title compound as a foam (48.9 g).

出典