反应详情

To a solution of 0.38 g of 1-amino-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane (racemic compound, see A) above) in 4 ml of dry dichloromethane is added 0.26 g (0.36 ml) of triethylamine. The mixture is stirred and cooled to -79°. Then 0.44 g of (1S)(-)-camphanic acid chloride are added in such a way that the temperature does not exceed -74°. Stirring is continued for additionally 90 minutes without further cooling. For working up the mixture is poured onto ice-water, extracted three times with dichloromethane and washed with brine. After drying with sodium sulfate the solvent is evaporated. A mixture of the two diastereomeric amides is obtained which is separated by chromatography over silica gel (dichloromethane/methanol/heptane=10/1/5). The two compounds are obtained as white crystals:

1. temperaturecooled to -79°
2. customdoes not exceed -74°
3. stirringStirring
4. additionis poured onto ice-water
5. extractionextracted three times with dichloromethane
6. washwashed with brine
7. dry with materialAfter drying with sodium sulfate the solvent
8. customis evaporated
9. additionA mixture of the two diastereomeric amides
10. customis obtained which
11. customis separated by chromatography over silica gel (dichloromethane/methanol/heptane=10/1/5)
12. customThe two compounds are obtained as white crystals