2, 4-Diamino-5-benzylpyrimidines as antibacterial agents. 4. 6-Substituted trimethoprim derivatives from phenolic Mannich intermediates. Application to the synthesis …

…, E Aig, K Lane, BS Rauckman

Index: Roth, Barbara; Aig, Edward; Lane, Kenneth; Rauckman, Barbara S. Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 535 - 541

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Citation Number: 31

Abstract

" C. The less reactive 2, 6-dialkyl-4-[(N, N-dimethylamino) methyl] phenols reacted successfully with 2, 4-diamino-6-(alkylthio) pyrimidines to give 5-(substituted benzy1) pyrimidines. The phenolic groups of the products were alkylated in high yield when a nonreactive 6-substituent was present in the pyrimidine ring. 6-(Alkylthio) groups were easily removed with Raney nickel. Trimethoprim was thus obtained in high yield from its 6-( ...