Methylamine → Ethyl 4-hydroxy-1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxylate

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Reaction Steps

Methyl 2-(methylamino)-6-(trifluoromethyl)nicotinate. A mixture of methyl 2-chloro-6-(trifluoromethyl)nicotinate (3.82 g) and K2CO3 (5.6 g, 40 mmol) in THF (25 mL) was stirred under nitrogen for 15 minutes. To the mixture was added a 2M solution of methylamine in THF (10 mL, 20 mmol) and stirring was continued for 63 hours. The reaction mixture was filtered over Celite® and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (DCM) to give the title compound. MS (ESI, pos. ion) m/z: 235 (M+1).

Provenance & Evidence