4-Methoxybenzylamine → HCID 66717175, compound

Participants

Reaction Steps

To a solution of 203 mg of 4′-fluoro-5′-isopropyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-carbaldehyde (INTERMEDIATE 31) in 2 mL of CH2Cl2 was added 100 μL of TMSCN, and then 1 mg of ZnI2. The mixture was stirred for 30 min at r.t. p-Methoxybenzylamine (157 μL) in 2 mL of MeOH was added and the mixture was heated to reflux for 1.5 h. The reaction mixture was cooled and concentrated. The residue was purified by flash chromatography on a Biotage Horizon, 25M column, eluting with 1 CV of 2% EtOAc in hexanes followed by a linear gradient of 2→100% EtOAc in hexanes over 10 CV to provide the title compound. Mass spectrum (ESI) 487.2 (M+1).

Provenance & Evidence