Sodium Azide → HCID 89619119, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 2-(5-aminopyridin-2-yl)acetate (1.314 g, 7.29 mmol) dissolved in acetic acid (24.31 ml) and added triethyl orthoacetate (2.69 ml, 14.58 mmol) and sodium azide (0.881 g, 13.55 mmol). The reaction was stirred at 80° C. for 3 hrs. When LC-MS showed reaction was not complete, added more triethyl orthoacetate (2.69 ml, 14.58 mmol) and sodium azide (0.881 g, 13.55 mmol) then continued heating at 80° C. overnight. Evaporated off acetic acid then diluted with ethyl acetate and washed with saturated NaHCO3 solution, brine, then dried over Na2SO4, filtered and concentrated. The crude material was purified by chromatography through an ISCO 40 g Redi-sep column and eluting with 5% MeOH/DCM to yield title compound: LC-MS: M+1=248

Provenance & Evidence