Ethylamine → HCID 68549753, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl (2RS,3RS)-2-hydroxy-3-[methyl(4-methylphenyl)amino]-3-phenylpropanoate (Example 12, step 1, 948 mg, 3.03 mmol) and methanolic ethylamine solution (2.0 M in methanol, 25 mL) was stirred at 120° C. in a sealed tube for 48 hours. After cooling, all volatiles were removed under reduced pressure. The crude product was purified by flash column chromatography (silica gel, 0-15% ethyl acetate/hexane) and recrystallized (warm chloroform/hexane/−25° C.) to yield 537 mg (57%) of (2RS,3RS)-N-ethyl-2-hydroxy-3-[methyl(4-methylphenyl)amino]-3-phenylpropanamide as a white solid. MS (ESI) m/z 313 ([M+H]+); HRMS: calculated for C19H24N2O2+H, 313.1911; found (ESI, [M+H]+), 313.1908.

Provenance & Evidence