Acetonitrile → N-(3,5-Difluoro-benzyl)-N'-[1-(1H-indol-3-ylmethyl)-2-(6-methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-2-methyl-malonamide

Participants

Reaction Steps

2-[2-(3,5-Difluoro-benzylcarbamoyl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid (64 mg, 0.15 mmol) was placed in a disposable polypropylene tube and dissolved in DMF (1 ml). TPTU (O-[2-oxo-1(2H)-pyridyl]-N,N,N′,N′-tetramethyluronium-tetrafluoroborate, 49 mg, 0.165 mmol) and 6-methoxy-1,2,3,4-tetrahydro-isoquinoline (24 mg, 0.15 mmol) were added, and the mixture was shaken overnight at r.t. The title compound, MS: m/e=575.3 (M+H+), was isolated from the reaction mixture by automated, preparative HPLC (YMC CombiPrep C18 column 50×20 mm, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).

Provenance & Evidence