Ethyl bromoacetate → 4-Chloro-1-ethyloxycarbonylmethyl-3-nitro-2-pyridinone

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 7.5 g, 0.188 mol) was added to a stirred solution of 4-chloro-2-hydroxy-3-nitropyridine (23.68 g, 0.126 mol) in THF (250 mL) at 0° C. After 25 min ethyl bromoacetate (16.7 mL, 0.151 mol) was added and the reaction was warmed to 60° C. After 20 h the reaction was cooled and washed with brine acidified with 1M HCl. The organic layer was dried (Na2SO4) and evaporated in vacuo to a solid which was recrystallised from ethyl acetate/hexanes to give the title compound;

Provenance & Evidence