Ethyl Acetate → 6-Methoxycarbonylmethoxy-8-(3-nitrophenyl)-1,7-naphthyridine

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Reaction Steps

A suspension of 6-hydroxy-8-(3-nitrophenyl)-1,7-naphthyridine (107 mg, 0.40 mmol; produced according to the preceeding example, optionally without further purification), potassium carbonate (55 mg, 0.40 mmol) and bromoacetic acid methyl ester (37 μl, 0.4 mmol) is stirred for two hours in acetone-dimethylformamide (2 ml, 1:1) at ambient temperature. Ethyl acetate is added and the organic phase is washed with 2N NaOH. the solvent is removed in vacuo and the crude product is purified by preparative thin-layer chromatography to give the title compound. Mass M+H 340; mp 160-162° C.

Provenance & Evidence