(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid → HCID 71090133, compound

Participants

Reaction Steps

To a solution of (2R)-2-(tert-butoxycarbonylamino)butanoic acid (19.8 mg, 0.097 mmol) in dry DMF (1 mL) N-ethyl-N-isopropyl-propan-2-amine (0.27 ml, 0.16 mmol) and then [dimethylamino(triazolo[4,5-b]pyridin-3-yloxy)methylene]-dimethyl-ammonium hexafluorophosphate (35.60 mg, 0.094 mmol) were added and the reaction mixture was stirred for 15 minutes at room temperature. A solution of 6-[(3,3-dimethyl-1H-isobenzofuran-5-yl)oxy]pyridin-3-amine (Intermediate 45, 20 mg, 0.0780 mmol) in DMF (0.5000 mL) was added and the reaction mixture was stirred overnight at the same temperature. The reaction was quenched with brine (5 ml) and extracted with ethyl acetate (2×10 ml). The organic layer was dried (Na2SO4), filtered and evaporated and the residue was purified by flash chromatography (Biotage system) on silica gel using a SNAP 10 g as column and cyclohexane/ethyl acetate from 100:0 to 50:50 as eluent affording the title compound (25 mg) as white solid.

Provenance & Evidence