反应详情

To a solution of 2-chloro-5-hydroxy-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)benzamide from Example 51 (0.05 g) in acetonitrile (5 ml) was added potassium carbonate (0.065 g) and 2-dimethylaminoethyl chloride hydrochloride (0.037 g). The reaction mixture was stirred and heated at reflux temperature for 48 hours. The reaction mixture was evaporated under reduced pressure and residue dissolved in ethyl acetate and washed with brine. Drying over sodium sulphate (Na2SO4), followed by concentration under reduced pressure gave a residue which was subsequently purified by supercritical chromatography, eluting with CO2/methanol/0.1% diethylamine. Fractions containing product were concentrated under reduced pressure and the residue obtained was dissolved in diethyl ether. Hydrogen chloride (1 ml of a 1M solution in diethyl ether) was added dropwise and the resulting solid was triturated under diethyl ether and then dried in vacuo to leave the title compound as a white solid (0.020 g).

1. temperatureheated
2. temperatureat reflux temperature for 48 hours
3. customThe reaction mixture was evaporated under reduced pressure and residue
4. dissolutiondissolved in ethyl acetate
5. washwashed with brine
6. dry with materialDrying over sodium sulphate (Na2SO4)
7. concentrationfollowed by concentration under reduced pressure
8. customgave a residue which
9. customwas subsequently purified by supercritical chromatography
10. washeluting with CO2/methanol/0.1% diethylamine
11. additionFractions containing product
12. concentrationwere concentrated under reduced pressure
13. customthe residue obtained
14. customthe resulting solid was triturated under diethyl ether
15. customdried in vacuo