Reaction #73487

Reaction equation

1-(1-aminopropyl)-1-(4-fluorophenyl)cyclobutan-3-ol

1-(1-Aminopropyl)-1-(4-fluorophenyl)cyclobutan-3-ol

7-chloro-6-fluoro-1-methoxyisoquinoline

7-Chloro-6-fluoro-1-methoxy-isoquinoline

( 109 )

1-[4-(7-chloro-1-methoxyisoquinolin-6-yloxy)-cyclohexyl]-1-(4-methoxyphenyl)-ethylamine

→

1-[3-(7-chloro-1-methoxyisoquinolin-6-yloxy)-cyclobutyl]-1-(4-fluorophenyl)-propylamine

Conditions

Workup

1. 1
   OtherThe two stereoisomers could be separated by silica gel chromatography, relative stereochemistry

Procedure

1-[3-(7-chloro-1-methoxyisoquinolin-6-yloxy)-cyclobutyl]-1-(4-fluorophenyl)-propylamine (2 isomeric mixtures) were prepared from 1-(1-aminopropyl)-1-(4-fluorophenyl)cyclobutan-3-ol (114) and 7-chloro-6-fluoro-1-methoxyisoquinoline (10) as described for (109). The two stereoisomers could be separated by silica gel chromatography, relative stereochemistry was not assigned.

Source