Twofold metallation of 2-hydroxy-4-methylpyrimidines (Ia,b) with n-butyl-lithium or sodium amide produces dianions (IIa,b), which can serve as potentially versatile synthetic intermediates by virtue of their selective carbon–carbon condensations with electrophiles.
J. F. Wolfe and T. P. Murray, J. Chem. Soc. D, 1970, 336 DOI: 10.1039/C29700000336
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