Diisopropylamine → 3-[1,1′-Biphenyl]-3-yl-5,6-dimethoxy-2-pyridinecarbonitrile

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Reaction Conditions

Reaction Steps

To a mixture of 3-bromo-5,6-dimethoxypyridine-2-carbonitrile (31 mg, 0.128 mmol), 3-biphenylboronic acid (30 mg, 0.153 mmol), Pd(OAc)2 (5.7 mg, 0.026 mmol) and tris(3-sulfonatophenyl)phosphine hydrate sodium salt (49 mg, 0.077 mmol) in DMF (1 mL), under argon, were added diisopropylamine (0.045 mL, 0.319 mmol) and H2O (0.25 mL). Stirred at 65° C. for 5 h. Purification by preparative HPLC (10-75% CH3CN/H2O over 20 min, 0.05% added TFA) afforded 36 mg (89%) of 3-(biphenyl-3-yl)-5,6-dimethoxypyridine-2-carbonitrile as a white solid. LC/MS (M+H)+ 317.1.

Provenance & Evidence