Ethyl 3-(methylamino)propanoate → HCID 59529440, compound

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Reaction Steps

A solution of 4-({1-[5-(5-methoxypyridin-3-yl)-2-methylfuran-3-yl]-3-methylbutyl}amino)benzoic acid (178 mg), ethyl 3-(methylamino)propanoate (71 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (104 mg), hydroxybenzotriazole monohydrate (83 mg) and triethylamine (75 μL) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 4 hr. Ethyl acetate was added, the mixture was washed with saturated aqueous sodium hydrogen carbonate solution and water, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure. To the residue were added ethanol (2 mL), tetrahydrofuran (2 mL), 1N lithium hydroxide (0.5 mL), and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and water (10 mL) was added. The mixture was neutralized with 1N hydrochloric acid under ice-cooling, and stirred for 1 hr. The resulting precipitate was collected by filtration and dried to give the title compound (119 mg, 56%).

Provenance & Evidence