4-(6-Amino-3-pyridinyl)benzonitrile → HCID 86699097, compound

Participants

Reaction Steps

To a solution of benzyl (2R,3S)-5-bromo-3-[(tert-butoxycarbonyl)amino]-2-methyl-4-oxopentanoate (Preparation 65, 400 mg, 0.966 mmol) in THF (15 mL) was added 4-(6-aminopyridin-3-yl)benzonitrile and the reaction stirred at room temperature for 3 days followed by 40° C. for 18 hours. The reaction was diluted with saturated aqueous NaHCO3 solution (80 mL), and extracted with EtOAc (3×50 mL). The organic layers were collected, dried over MgSO4 and concentrated in vacuo. The residue was purified by reverse phase column chromatography eluting with 0-60% MeCN in water followed by silica gel column chromatography eluting with 40% EtOAc in heptanes to afford the title compound.

Provenance & Evidence