Hydrochloric Acid → N-(5-cyano-4-ethylpyridin-2-yl)-6,7-diformyl-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

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Reaction Steps

Concentrated hydrochloric acid (0.10 ml) was added to a solution of N-(5-cyano-4-ethylpyridin-2-yl)-7-(dimethoxymethyl)-6-formyl-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide (intermediate 110, 50 mg, 0.122 mmol) in THF (4 ml) and water (0.5 ml) at room temperature. After stirring for 3 h additional concentrated hydrochloric acid (0.10 ml) was added and the reaction mixture stirred for a further 48 h at room temperature. Saturated aqueous NaHCO3 was added, the mixture extracted with DCM (2×), the organic layers dried over Na2SO4 and evaporated to give the title compound as a beige solid. (UPLC-MS 6) tR 1.13 min, ESI-MS 364.2, [M+H]+.

Provenance & Evidence