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IMPROVED AND SCALABLE PREPARATION OF 6-BROMO-4-CHLOROTHIENO[2,3-d]PYRIMIDINE

S. Bugge, E. M. Skjønsfjell, F. B. Willumsen, E. Sundby, B. H. Hoff
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Abstract


A practical, robust and scalable synthesis of 6-bromo-4-chlorothieno[2,3-d]pyrimidine starting from cheap bulk chemicals has been developed. The method involves four synthetic steps: Gewald reaction, pyrimidone formation, bromination, and chlorination. The process relies on standard laboratory equipment, allowing for obtaining the product in an overall yield of 49% without using chromatography for purification of the product and intermediates.

How to Cite
Bugge, S.; Skjønsfjell, E. M.; Willumsen, F. B.; Sundby, E.; Hoff, B. H. Chem. Heterocycl. Compd. 2014, 50, 1177. [Khim. Geterotsikl. Soedin. 2014, 1275.]

For this article in the English edition see DOI 10.1007/s10593-014-1579-z


Keywords


6-bromo-4-chlorothieno[2,3-d]pyrimidine; thienopyrimidine; Design of Experiments (DoE); Gewald reaction; scale-up

Full Text: PDF Supplementary File(s): Supporting information (3MB)


 

 

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