Sodium hydride → 5-(1-Benzyloxy-7-chloro-isoquinolin-6-yloxy)-cyclooctylamine

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Reaction Steps

1.3 g of the title compound were synthesized starting from 0.8 g (2.78 mmol) of 1-benzyloxy-7-chloro-6-fluoro-isoquinoline (11), 417 mg (14.4 mmol) of sodium hydride (60%), and 0.63 g (3.5 mmol) of 5-amino-cyclooctanol (60), following the protocol described for 3-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-cyclobutylamine (51). Purification by silica gel chromatography (dichloromethane methanol:aq. ammonia—100:7:0.75) gave 0.35 g of the desired product as a mixture of diastereoisomers. Rt=1.41 min (Method C). Detected mass: 413.1 (M+H+).

Provenance & Evidence