Water → HCID 178494656, compound

Participants

Reaction Steps

A solution of 6-amino-3′-trifluoromethyl-[2,2′]bipyridinyl-5-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (1-0.4 g, 27.3 mmol) in 50 mL dry THF is added in one portion to a mixture of potassium t-butoxide (7.36 g, 65.6 mmol) and methyl 4-methoxy-acetoacetate (8.77 g, 60.7 mmol) in dry THF (100 mL). The reaction is stirred overnight at room temperature. Water (30 mL) is added and the solution concentrated (˜30 mL). The resulting mixture is extracted with ether (2×50 mL). The aqueous portion is acidified with concentrated hydrochloric acid and extracted with CH2Cl2 (4×100 mL). The combined organic extracts are dried over Na2SO4 and the solvent removed under reduced pressure to yield the title compound as a light brown oil that solidifies upon standing.

Provenance & Evidence