Development of a Scalable Synthetic Route to GSK369796 ( N-tert -Butyl Isoquine), a Novel 4-Aminoquinoline Antimalarial Drug

  • Lawrence R
  • Dennis K
  • O’Neill P
 et al. 
  • 13


    Mendeley users who have this article in their library.
  • N/A


    Citations of this article.


An improved process to the 4-aminoquinoline antimalarial GSK369796 is described. Although the initial synthetic route consisted of only two steps from readily available starting materials, the product isolated via the key Mannich reaction was hampered by both low yields and low purity. In addn. to instability under the reaction conditions used for the Mannich reaction, the drug substance was found to decomp. during attempts to purify by recrystn. Reaction conditions were developed that resolved these issues, culminating in the successful prodn. of multi-kg quantities of GSK369796 in >98% a/a purity and in 57% overall yield. [on SciFinder(R)]

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document


  • Ron M Lawrence

  • Katherine C Dennis

  • Paul M. O’Neill

  • Dirk Uwe Hahn

  • Michael Roeder

  • Cornelia Struppe

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free