Diethyl ethoxymethyleneoxalacetate and acetamidine gave 2‐methyl‐4,5‐bis(carbethoxy)‐pyrimidine. The ester was converted to 2‐methyl‐4, 5‐pyrimidinedicarbonitrile which gave 2‐methyl‐4‐methoxy‐5‐pyrimidinecarbonitrile when treated with methanol at room temperature. Attempts to hydrogenate the dinitrile in the presence of nucleophiles led to displacement at C‐4. Attempted hydrogenation of the dinitrile in dimethylformamide gave 2,2′‐dimethyl‐5, 5′‐dicyano‐4, 4′‐bipyrimidine.
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Schwan et al. (1965) studied this question.
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