In 2001,Song, Jinhua J.; Yee, Nathan K. published 《A Concise Synthesis of Fusaric Acid and (S)-(+)-Fusarinolic Acid》.Journal of Organic Chemistry published the findings.Synthetic Route of C7H6BrNO2 The information in the text is summarized as follows:
The authors have developed the most efficient synthesis of the naturally occurring alkaloid title compounds to date (four steps with overall yield of 55% and 70%, resp.). This synthesis is based on a unified and flexible strategy using 5-bromo-2-iodopyridine as a template and is readily applicable to analog synthesis. The carbonylative ester formation was found to occur exclusively at the C2 position of the pyridine ring under catalysis of Pd(PHh3)2Cl2 to afford the monoester in excellent yield without the complication of diester formation. A greatly improved synthesis of 5-bromo-2-iodopyridine is also reported. In addition to this study using Methyl 5-bromopicolinate, there are many other studies that have used Methyl 5-bromopicolinate(cas: 29682-15-3Synthetic Route of C7H6BrNO2) was used in this study.
Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Synthetic Route of C7H6BrNO2