反応 #6344

反応方程式

4,6-dichloro-5-formamidopyrimidine

diethyl [2-acetoxy-1-(aminooxymethyl)ethoxy]methylphosphonate

triethylamine

→

title compound

収率 60.0%

6-[[3-Acetoxy-2-(diethoxyphosphorylmethoxy)propoxy]amino]-4-chloro-5-formamidopyrimidine

収率 60.0%

溶媒

dioxan

反応条件

後処理

1. 1
   温度The reaction mixture was cooled
2. 2
   ろ過filtered
3. 3
   その他the filtrate evaporated
4. 4
   その他to leave an oil which
5. 5
   その他was chromatographed on silica gel (eluant dichloromethane:methanol 97:3)

実験手順

A mixture of 4,6-dichloro-5-formamidopyrimidine (0.77 g, 4.0 mmol), diethyl [2-acetoxy-1-(aminooxymethyl)ethoxy]methylphosphonate (1.2 g, 4.0 mmol) and triethylamine (0.82 ml, 6 mmol) in dry dioxan (20 ml) was heated at 100° C. for 2 hours. The reaction mixture was cooled, filtered, and the filtrate evaporated to leave an oil which was chromatographed on silica gel (eluant dichloromethane:methanol 97:3) and gave the title compound as a yellow oil (1.08 g, 60%). 1H NMR: δH [(CD3)2SO] 1.23 (6H,t, J=7 Hz, (OCH2CH3)2), 2.03 (3H,s, COCH3), 3.85-4.35 (11H,m, (OCH2CH3)2 +OCH2P+OCH2CHCH2O). m/z: observed 454.1020; C15H24N4O8PCl (M+) requires 454.0996.

出典