2,4-Diamino-5-benzylpyrimidines and analogs as antibacterial agents. 2. C-Alkylation of pyrimidines with Mannich bases and application to the synthesis of trimethoprim and analogs
- 31 March 1980
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 23 (4), 379-384
- https://doi.org/10.1021/jm00178a007
Abstract
A new route to 5-(p-hydroxybenzyl)pyrimidines was developed which utilizes phenolic Mannich bases plus pyrimidines containing at least 2 activating groups. The products can be alkylated on the phenolic 0 or on the pyrimidine N-1 atom, depending on conditions. This method was used to prepare trimethoprim, a broad-spectrum antibacterial agent, starting from 2,4-diaminopyrimidine and 2,6-dimethoxyphenol.This publication has 4 references indexed in Scilit:
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