Potassium Carbonate → N-[(3-fluorophenyl)-methyl]-2-(2-methoxy-ethoxy)-4-methyl-7-(trifluoro-methyl)-quinoline-3-carboxylic acid amide

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Reaction Steps

120 mg (0.9 mmol) K2CO3 was added to a solution of 300 mg (0.8 mmol) N-(3-fluorobenzyl)-2-hydroxy-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide in DMSO (10 ml) and the solution was stirred for 60 min at RT. 121 mg (0.9 mmol) 1-bromo-2-methoxy-ethane was then added and the RS was stirred for 16 h at RT and thereafter for 72 h at 50° C. It was then diluted with water and EtOAc. The organic phase was separated, washed with brine, dried over MgSO4 and concentrated in a vacuum. After CC (EtOAc/hexane 1:3) of the residue, 72 mg (0.2 mmol, 21%) N-[(3-fluorophenyl)-methyl]-2-(2-methoxy-ethoxy)-4-methyl-7-(trifluoro-methyl)-quinoline-3-carboxylic acid amide (example 7) was obtained. MS: m/z 437.1 [M+H]+.

Provenance & Evidence