4-Methylmorpholine → N-[(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl carbamoyl]-methyl]-3(-2-methoxy-5-methylphenyl)-3-phenyl propionamide

Participants

Reaction Steps

The compound, 3-(2-methoxy-5-methylphenyl)-3-phenyl propionic acid (209 mg, 0.77 mmole, 1 eq) and 2-amino-N-(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl)-acetamide, 0.77 mmole, 1 eq (prepared by reacting t-butoxy carbonyl amino-acetic acid with 3-benzyl-3-azabicylo[3.1.0]hex-6-yl amine, which in turn, was prepared following the procedure of T. F. Braish et al., Synlett 1996, 1100) were dissolved in dimethylformamide (5 ml). The reaction mixture was cooled to 0° C. with subsequent addition of N-methyl morpholine (0.13 ml) and 1-hydroxy benzotriazole, HOBT (105 mg). The resulting mixture was diluted with water and extracted the organic compound with ethyl acetate. The solvent was removed under reduced pressure. The crude organic compound thus obtained was purified by column chromatography using 80% ethyl acetate in hexane. Yield=367 mg.

Provenance & Evidence