反応 #162622

反応方程式

2,4,6-Trichloro-5-nitropyrimidine

2,4,6-trichloro-5-nitropyrimidine

8-oxa-3-azabicyclo[3.2.1]octane

8-oxa-3-aza-bicyclo[3.2.1]octane hydrochloride

triethylamine

→

3-(2,6-dichloro-5-nitropyrimidin-4-yl)-8-oxa-3-azabicyclo[3.2.1]octane

3-(2,6-Dichloro-5-nitropyrimidin-4-yl)-8-oxa-3-azabicyclo[3.2.1]octane

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   温度warmed to room temperature
2. 2
   workup.STIRRINGstirred for an additional 16 hours
3. 3
   ろ過The reaction mixture was filtered
4. 4
   濃縮the filtrate was concentrated
5. 5
   workup.DISSOLUTIONdissolved in ethyl acetate
6. 6
   洗浄washed with 1N hydrochloric acid, saturated sodium bicarbonate, brine
7. 7
   その他dried
8. 8
   濃縮concentrated

実験手順

2,4,6-Trichloro-5-nitropyrimidine (45, 1.43 g, 6.26 mmoles) was dissolved in dichloromethane and cooled to 0° C. A solution of 8-oxa-3-azabicyclo[3.2.1]octane (2, 0.934 g, 6.26 mmoles) in dichloromethane and triethylamine (0.873 mL, 6.26 mmoles) was slowly added over 1 hour. The solution was allowed to stir at 0° C. for 2 hours, then warmed to room temperature and stirred for an additional 16 hours. The reaction mixture was filtered, the filtrate was concentrated, dissolved in ethyl acetate, washed with 1N hydrochloric acid, saturated sodium bicarbonate, brine, dried, and concentrated to provide 3-(2,6-dichloro-5-nitropyrimidin-4-yl)-8-oxa-3-azabicyclo[3.2.1]octane (46). Yield: 1.53 g (80%). HRMS; [M+H]+ Obs'd=305.0200, [M+H]+ Calc'd=305.0203.

出典