Diisopropylethylamine → di-tert-butyl (6-{[(4-phenyl-1-trityl-1H-imidazol-2-yl)(3-ethoxy-5-ethyl-2-fluorophenyl)methyl]amino}isoquinolin-1-yl)imidodicarbonate

Participants

Reaction Steps

To a solution of the chloro intermediate (1.80 mmol) in 5 mL CH3CN and 2 mL CH2Cl2 at rt, was added DIEA (0.627 mL, 3.6 mmol), di-tert-butyl (6-aminoisoquinolin-1-yl)imidodicarbonate (712 mg, 1.98 mmol). The mixture was stirred at rt for 19 h, then was diluted with EtOAc. The organic phase was washed with H2O (2×) and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 80% EtOAc/hexanes gradient) to afford 1.41 g of Intermediate 448.4 as an off-white solid. LCMS (2 min gradient) RT=2.32 min, 682.29 (M+(H−Tr)+H)+.

Provenance & Evidence