Ethanol → 4-(6-Cyano-5-methoxy-pyridin-2-yl)-benzoic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

A solution of 6-bromo-3-methoxy-pyridine-2-carbonitrile from Example 13c in toluene is treated with 2 M Na2CO3 (aqueous), 4-carboxylphenylboronic acid (1 equiv.), ethanol and catalytic (Ph3P)4Pd) and is heated at 80° C. for 18 h. The reaction mixture is evaporated and the residue is dissolved in ethanol with 4 N HCl in dioxane and heated at reflux for 18 h. The reaction mixture is evaporated, the residue taken into ethyl acetate, washed with 5% Na2CO3 (aqueous), dried over MgSO4 and evaporated to give 4-(6-cyano-5-methoxy-pyridin-2-yl)-benzoic acid ethyl ester.

Provenance & Evidence