Acrylonitrile → 5-Chloro-1-(cyanoethyl)-3-hydroxy-3-phenylindolin-2-one

Participants

Reaction Steps

Reaction of acrylonitrile with 5-chloro-3-phenyl-3-hydroxyindolin-2-one by a process analogous to that of Example 1 gives 5-chloro-1-(cyanoethyl)-3-hydroxy-3-phenylindolin-2-one. Hydrogenation of the 5-chloro-1-(2-cyanoethyl)-3-hydroxy-3-phenylindolin-2-one by a procedure analogous to that of Example 2 gives 1-(3-aminopropyl)-5-chloro-3-hydroxy-3-phenylindolin-2-one. Cyclodehydration of the 1-(3-aminopropyl)-5-chloro-3-hydroxy-3-phenylindolin-2-one by a procedure analogous to that of Example 3 gives 8-chloro-2,3,4,10-tetrahydro-10-phenylpyrimido [1,2-a] indol-10 -ol.

Provenance & Evidence