Water → 4-(3,4-Dimethoxy-phenyl)-6-propyl-pyrimidine-2-carbonitrile

Participants

Reaction Conditions

Reaction Steps

Under nitrogen atmosphere, a solution (c=0.18 M) of 4-iodo-6-propyl-pyrimidine-2-carbonitrile (1 mL, 0.18 mmol) in degassed toluene, an aqueous solution (c=2 M) of potassium carbonate (0.225 mL, 0.45 mmol) and tetrakis-(triphenylphosphine) palladium (10 mg, 0.09 mmol) were successively added to a solution (c=0.216 M) of 3,4-dimethoxyphenyl boronic acid (1 ml, 0.216 mmol) in degassed toluene. The mixture was heated at 105° C. for 4 h, then was allowed to cool to room temperature and mixed with water (4 mL). The organic layer was evaporated under reduced pressure. The residue was chromatographed by preparative HPLC (H2O+0.05% TFA/CH3CN+0.05% TFA) to afford 4-(3,4-dimethoxy-phenyl)-6-propyl-pyrimidine-2-carbonitrile (28 mg).

Provenance & Evidence