Diisopropylethylamine → HCID 89930808, compound

Participants

Reaction Steps

To a solution of (R)-1-(tert-butoxycarbonyl)-3,3-dimethyl-1,3-azasilolidine-5-carboxylic acid (0.25 g, 0.96 mmol) in DCM (5 mL) were added 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (0.60 g, 2.2 mmol) and a solution of (R)-methyl 4-(((1-(2-fluorophenyl)ethyl)amino)methyl)benzoate (250 mg, 0.87 mmol) in DCM (2 mL) followed by DIEA (0.30 mL, 1.74 mmol). The resulting suspension was stirred at rt overnight and diluted with DCM and brine. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography (eluting with 20% EtOAc/DCM) to afford the title compound as a white solid (87 mg, 19%). MS(ESI+) m/z 529.3 (M+H)+.

Provenance & Evidence