1231221-35-4Relevant articles and documents
The development of practical synthetic routes to a CB2 agonist: Efficient construction of a densely substituted purine core
Debaillie, Amy C.,Jones, Chauncey D.,Laurila, Michael E.,Magnus, Nicholas A.,Staszak, Michael A.
, p. 231 - 238 (2013/04/23)
An efficient and scalable process for the preparation of a purine-based CB2 agonist was developed. The production route to the requisite purine core relies on N-acylation and sequential substitution of a 5-amino-4,6-dichloropyrimidine with two amine building blocks followed by a cyclocondensation reaction. The chemistry was successfully employed to rapidly prepare over 5 kg of the active pharmaceutical ingredient. To further improve efficiencies, postproduction development resulted in a rearranged synthesis which reduced the need for pressure reactors and introduced the most costly reagent in the final step.
