反応 #1772074

反応方程式

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

2-(1,4-diaza-bicyclo[3.2.2]non-4-yl)-pyrimidin-5-ylamine

benzoylchloride

→

N-[2-(1,4-Diaza-bicyclo[3.2.2]non-4-yl)-pyrimidin-5-yl]-benzamide hydrochloric acid salt

溶媒

ethanol

反応条件

後処理

1. 1
   その他(200 ml of hydrogen consumed)
2. 2
   workup.ADDITIONThe rection-mixture of 2-(1,4-diaza-bicyclo[3.2.2]non-4-yl)-pyrimidin-5-ylamine
3. 3
   ろ過was filtered through celite
4. 4
   洗浄was washed with ethanol (50 ml)
5. 5
   workup.STIRRINGwas stirred for 15 h at room-temperature
6. 6
   その他The title product precipitated as hydrochloric acid salt by addition of hydrochloric acid in ethanol

実験手順

A mixture of 4-(5-nitro-pyrimidin-2-yl)-1,4-diaza-bicyclo[3.2.2]nonane (0.86 g, 2.9 mmol), palladium (0.25 g, 10% on activated carbon) and ethanol (50 ml) was stirred under hydrogen for 10 min (200 ml of hydrogen consumed). The rection-mixture of 2-(1,4-diaza-bicyclo[3.2.2]non-4-yl)-pyrimidin-5-ylamine was filtered through celite and was washed with ethanol (50 ml). The ethanolic solution of 2-(1,4-diaza-bicyclo[3.2.2]non-4-yl)-pyrimidin-5-ylamine was mixed with benzoylchloride 0.41 g, 2.90 mmol) and was stirred for 15 h at room-temperature. The title product precipitated as hydrochloric acid salt by addition of hydrochloric acid in ethanol. Yield 0.38 g (36%). LC-ESI-HRMS of [M+H]+ shows 324.1817 Da. Calc. 324.182435 Da, dev. −2.3 ppm.

出典