Dimethylformamide → 8-(Phenylmethoxy)imidazo[1,2-a]pyridine-3-carboxaldehyde

Participants

Reaction Conditions

Reaction Steps

A mixture of 10 g of 8-(phenylmethoxy)imidazo[1,2-a]pyridine prepared in Example 13 and 31 ml of DMF is cooled to 10° C. 4.7 ml of POCl3 are added dropwise. The mixture is allowed to return to room temperature and then heated at 100° C. for 30 min. After cooling, 85 ml of H20 and 16 ml of NaOH (50%) are added. The mixture is heated at 90° C. for 1 h and then allowed to cool. The solid obtained is filtered off and then washed with water until the pH of the mother liquors is neutral. This gives 8.8 g of 3-formyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine.

Provenance & Evidence