Reacción #162634

Ecuación de reacción

water

water

2,4,5,6-tetrachloro-pyrimidine

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

→

title compound

8,8′-(2,5-dichloropyrimidine-4,6-diyl)bis(3-oxa-8-azabicyclo[3.2.1]octane)

Disolventes

THF

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction
2. 2
   Otroa white precipitate formed
3. 3
   Temperaturathe mixture was refluxed for three days
4. 4
   TemperaturaThe reaction was cooled
5. 5
   Otroto precipitate a white solid
6. 6
   FiltraciónThe solids were collected by filtration
7. 7
   Lavadowashed with diethyl ether

Procedimiento

To a solution of 2,4,5,6-tetrachloro-pyrimidine (2.0 g, 9.2 mmol) in THF (20 mL) and triethylamine (excess) was added 3-oxa-8-aza-bicyclo[3.2.1]octane (2.7 g, 18 mmol) at −78° C. The reaction slowly warmed to room temperature and a white precipitate formed. To the reaction was added water (2.0 mL) and the mixture was refluxed for three days. The reaction was cooled and water was added to precipitate a white solid. The solids were collected by filtration and washed with diethyl ether to yield the title compound (2.0 g). MS m/z=372 (M+H).

Fuente