Triethylamine → HCID 59257949, compound

Participants

Reaction Steps

A solution of 350 mg (0.69 mmol) (R)-1-carboxy-2-(4-methyl-2-oxo-2,3-dihydrobenz-oxazol-6-yl)-ethyl 4-(2-oxo-1,2,4,5,-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 244 mg (0.76 mmol) TBTU and 138 μL (1.04 mmol) triethylamine in 15 mL THF was stirred for 1 h at RT. Then 175 mg (0.69 mmol) ethyl [4,4′]bipiperidinyl-1-yl-acetate were added. The reaction mixture was stirred for 4 h at RT. The solvent was eliminated i.vac., the residue was taken up in 30 mL EtOAc, the organic phase was washed with 30 mL 5% NaHCO3 solution and dried on Na2SO4. After the desiccant and solvent had been eliminated the residue was purified by chromatography (silica gel, gradient DCM/EtOH 19:1 to DCM/EtOH 9:1). The fractions containing the product were combined and evaporated down i. vac.

Provenance & Evidence