Réaction #413279

Équation de réaction

7-fluoro-1-(p-methylthio-phenyl)-3,4-dihydro-pyrimido[1,6-a]indole-5-acetic acid ethyl ester

→

7-fluoro-1-(p-methylthio-phenyl)pyrimido[1,6-a]indole-5-acetic acid ethyl ester

Solvants

diphenyl ether

Conditions de réaction

Traitement

1. 1
   Températureunder reflux
2. 2
   Températurethe mixture is heated for a further 3 hours
3. 3
   FiltrationAfter filtering off the catalyst
4. 4
   Concentrationthe reaction mixture is concentrated in vacuo
5. 5
   Autrechromatographed over silica gel
6. 6
   AutreUsing hexane/ethyl acetate (9:1) fractions are obtained which
7. 7
   Concentrationafter concentration
8. 8
   Autreby evaporation and recrystallization from ether

Mode opératoire

2 g of 7-fluoro-1-(p-methylthio-phenyl)-3,4-dihydro-pyrimido[1,6-a]indole-5-acetic acid ethyl ester are heated under reflux, while stirring, in 20 ml of diphenyl ether with 0.5 g of palladium-on-carbon (10%). After 2 hours, a further 0.5 g of palladium-on-carbon is added and the mixture is heated for a further 3 hours. After filtering off the catalyst, the reaction mixture is concentrated in vacuo, the residue is taken up in a little ethyl acetate and chromatographed over silica gel. Using hexane/ethyl acetate (9:1) fractions are obtained which, after concentration by evaporation and recrystallization from ether, yield 7-fluoro-1-(p-methylthio-phenyl)pyrimido[1,6-a]indole-5-acetic acid ethyl ester having a melting point of 120°-122°. ##STR31## The following are obtained in an analogous manner:

Source