4-Pyridinecarboxaldehyde → (5-fluoro-1H-indol-3-yl)-pyridin-4-yl-methanol

Participants

Reaction Conditions

Reaction Steps

A stirred solution of 5-fluoroindole (3.10 g, 23.0 mmol) in methanol is treated with 4-pyridinecarbox-aldehyde (2.20 ml, 23.0 mmol), then treated with aqueous NaOH (2.5 ml, 50%) at 0° C., stirred for 1 hr at 0° C., warmed to room temperature, stirred for 3 hr. and diluted with water. The resultant mixture is filtered. The filtercake is dried under vacuum to afford the title product as a light yellow solid, 5.2 g (93%) mp 171-173° C., identified by mass spectral and NMR analyses.

Provenance & Evidence