Synthesis of β2-AR agonist BI-167107

Abstract

BI-167107 is a new long-acting β2-adrenergic receptor (β2-AR) agonist, and has important application in determining the critical structures of receptor/ligand proteins complex of G-protein-coupled receptor (GPCR). By employing 2-nitroresorcinol as starting material, a practical synthetic route for BI-167107 has been developed, involving 7-step reactions. The structure of the target molecule has been confirmed by 1H NMR, 13C NMR and MS techniques. The advantages of the synthetic route include avoiding use of toxic reagents and being suitable for scale up preparation of BI-167107 and other benzoxazine derivatives. © 2013 Chinese Chemical Society and SIOC, CAS.