6-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole → 6-fluoro-3-(piperidin-4-yl)-1H-indole

Participants

Reaction Steps

A mixture of platinum oxide (1.0 g) in ethanol (37.5 ml) and glacial acetic acid (12.5 ml) was treated under nitrogen with 4-(6-fluoroindol-3-yl)-1,2,5,6-tetrahydropyridine (20 g, 92.6 mmol) in ethanol (187.5 ml) and glacial acetic acid (62.5 ml). The nitrogen was evacuated and hydrogen was admitted. The reaction mixture was then hydrogenated at 60 psi until the reaction was complete by tlc. The catalyst was removed by filtration and the solvent evaporated in vacuo to give a yellow solid which after drying at 60C in vacuo weighed.

Provenance & Evidence