2-Bromopyridine → HCID 20095501, compound

Participants

Reaction Steps

A suspension of methyl 1H-indole-2-carboxylate (5.04 g), 2-bromopyridine (3.3 ml), potassium carbonate (7.9 g) and copper (II) oxide (3.9 g) in dry pyridine (80 ml) was heated under reflux for 48 hours. The solvent was removed in vacuo and dichloromethane added to the residue. After filtration the solvent was removed once again in vacuo and the resultant brown oil purified by column chromatography on silica eluting with diethyl ether in petroleum ether (bp 40°-60° C.). Methyl 1-(2-pyridyl)-1H-indole-2-carboxylate was obtained as a white solid: yield 4.74 g (65%). NMR (CDCl3) 3.7 (3H,s,CH3), 7.46 (8H,m,Ar--H), 8.60 (1H,m,Ar--H).

Provenance & Evidence