4-Aminopyridine → HCID 18349050, compound

Participants

Reaction Steps

A solution of 2-(5-bromo-3-methoxycarbonyl-phenoxy)-acetic acid (10.6 g), TBTU (19.3 g) and HOBt (5.1 g) in dry DMF (50 ml) was treated with DIPEA (9.9 ml). The resulting solution was stirred under a nitrogen atmosphere and was then treated with 4-aminopyridine (3.6 g) after 30 min. The resulting mixture was stirred for 18 h and then concentrated at reduced pressure to give a yellow viscous gum which was partitioned between ethyl acetate and water. The aqueous layer was removed and the organic phase washed with further water, 1M sodium hydroxide solution, aqueous saturated ammonium chloride, water and dried with brine and over sodium sulphate. The organic phase was concentrated under reduced pressure giving the title compound as a yellow solid (6.60 g).

Provenance & Evidence