Sodium hydride → ethyl 4-methyl-2-oxo-1-(tetrahydro-2H-pyran-4-yl)-7-(trifluoromethyl)-1,2-dihydroquinoline-3-carboxylate

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Reaction Steps

To a stirred solution of 550 mg (1.37 mmol) ethyl 3-((2-acetyl-5-(trifluoromethyl)phenyl)-(tetrahydro-2H-pyran-4-yl)amino)-3-oxopropanoate in ethanol (5 ml) was added 60 mg (1.51 mmol, 60% suspension in mineral oil) NaH at 0° C. The reaction mixture was stirred at RT for 30 min. Then the mixture was evaporated to dryness, the residue was diluted with water (10 ml) and acidified with 2N HCl to pH ˜3. The aq. part was extracted with ethyl acetate (3×10 ml). The combined organic layers were washed with water (10 ml), brine (10 ml), dried over anhydrous Na2SO4 and evaporated to get the crude which was again washed with sat. Na2CO3 to yield 330 mg (0.86 mmol, 62%) ethyl 4-methyl-2-oxo-1-(tetrahydro-2H-pyran-4-yl)-7-(trifluoromethyl)-1,2-dihydroquinoline-3-carboxylate which was used in the next step without further purification.

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