Reaction #632020

Reaction equation

1,4-diazabicyclo[3.2.2]nonane

2-chloro-5-nitro-pyrimidine

sodium bicarbonate

→

4-(5-Nitro-pyrimidin-2-yl)-1,4-diaza-bicyclo[3.2.2]nonane

Solvents

dioxane

Conditions

Workup

1. 1
   Extractionfollowed by extraction with ethylacetate (3×20 ml)
2. 2
   OtherThe organic phase was dried
3. 3
   Otherevaporated
4. 4
   Othera yellow powder was isolated

Procedure

A mixture of 1,4-diazabicyclo[3.2.2]nonane (0.87 g, 6.90 mmol), 2-chloro-5-nitro-pyrimidine (1.56 g, 6.27 mmol) and dioxane (75 ml) was stirred at room-temperature for 15 h. Aqueous sodium bicarbonate (20 ml, 10%) was added followed by extraction with ethylacetate (3×20 ml). The organic phase was dried and evaporated and a yellow powder was isolated. Yield 0.86 g (55%). Mp 135-139° C.

Source