Diethylethanolamine → Methyl 3-[2-(2-diethylaminoethoxy)-3'-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate

Participants

Reaction Steps

A solution of 500 mg (1.17 mmol, 1 eq) of methyl 3-[3′-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate (prepared in Example 15f) in 5 ml of tetrahydrofuran in the presence of 150 mg (1.29 mmol, 1.1 eq) of 2-diethylaminoethanol, 460 mg (1.76 mmol, 1.5 eq) of triphenylphosphine and 280 μL (1.76 mmol, 1.5 eq) of diethyl azodicarboxylate (DEAD) is stirred at room temperature for 24 hours. The reaction medium is concentrated and the residue is then chromatographed on silica gel (40/60 heptane/ethyl acetate). 490 mg of methyl 3-[2-(2-diethylaminoethoxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate are obtained. Yield=80%

Provenance & Evidence