Dimethylformamide → beta-[[[[4-Cyanophenyl]butyl]amino]carbonyl]aminobenzenepropanoic acid

Participants

Reaction Conditions

Reaction Steps

A solution of the isocyanate (6) (4.74 mmol), triethylamine (0.479 g, 4.74 mmol), β-phenylalanine (1.17 g, 7.11 mmol), and anhydrous DMF (10 mL) was warmed to 120° C. for 20 hours. After cooling to 23° C., the reaction mixture was concentrated on the rotovap, diluted with ethyl acetate (400 mL), washed with KHSO4 (1 N, 2×100mL), washed with brine (1×100 mL), and dried (Na2SO4). After concentration in vacuo. The urea was purified by flash chromatography (step gradient ethyl acetate with 1% acetic acid to ethyl acetate with 10% methanol and 1% acetic acid) to afford I.49 g (86%) of(7).

Provenance & Evidence