102336-05-0Relevant articles and documents
Synthesis of 2-Substituted 4-Pyridylpropionates. Part 2. Alkylation Approach
Adger, Brian M.,Ayrey, Peter,Bannister, Robin,Forth, Michael A.,Hajikarimian, Yousef,et al.
, p. 2791 - 2796 (2007/10/02)
A synthesis of methyl 3-(2-methoxy-4-pyridyl)propionate (2), a key intermediate in the synthesis of the potent long-acting histamine H2-receptor antagonist SK&F 93574 (1), is described.The key step in the synthesis of compound (1) involves alkylation of 2-methoxy-4-methylpyridine (5) with sodium chloroacetate in the presence of sodamide.The scope and limitations of the alkylation is investigated using a variety of electrophiles.The application of this reaction to other 2-substituted 4-methylpyridines is also discussed.