Potassium Carbonate → 2-[3-(6-Methanesulfonylaminocarbonyl-3,3-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamino]-2-methyl-propionic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[2-(3-Amino-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carbonyl]-methanesulfonamide (0.37 g, 1 mmol), 2-bromo-2-methyl-propionic acid methyl ester (0.39 mL, 3 mmol) and potassium carbonate (690 mg, 5 mmol) in N,N-dimethylformamide (6 mL) was stirred at 25° C. for 96 h. Then the reaction mixture was extracted with ethyl acetate (2×100 mL), washed with water, dried over anhydrous sodium sulfate and concentrated in vacuo to afford 2-[3-(6-methanesulfonylaminocarbonyl-3,3-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamino]-2-methyl-propionic acid ethyl ester (47 mg, 10%) as a brown oil which was used for next step without further purification: LC/MS m/e calcd for C24H31N3O5S (M+H)+: 474.60, observed: 474.1.

Provenance & Evidence