Formic Acid → HCID 66781369, compound

Participants

Reaction Conditions

Reaction Steps

8-(Benzyloxy)-2-(7-(2-methoxyethoxy)-imidazo[1,2-a]pyridin-3-yl)quinoline (5.00 g, 11.8 mmol) was slurried in MeOH (118 ml). Ammonium formate (7.41 g, 117 mmol) and Pd(OH)2/C (0.82 g, 0.59 mmol) were added, and the reaction was heated at reflux for 2 hours. The reaction mixture was cooled to 20° C. and formic acid was added to the slurry until solids went into solution. The resulting mixture was filtered and washed with 100 ml 10% formic acid in methanol. The filtrate was concentrated to an oil. To the oil was added an excess of NH3 in methanol and resulting the solids were concentrated to dryness. Water was added and solids were allowed to stir for 1 hour (pH was 6.5-7.0 by pH paper). The solids were collected by filtration and then taken up in toluene and concentrated to dryness. The solids were dried under vacuum for 12 hours to obtain 3.8 g (96% yield) of the desired product.

Provenance & Evidence