G. Viti et al., SYNTHESIS OF A BENZO[B]-1,5-NAPHTHYRIDINE DERIVATIVE AS A POTENTIAL CONSTRAINED NK1 RECEPTOR ANTAGONIST, Tetrahedron letters, 35(32), 1994, pp. 5939-5942
A short synthesis of a cyclic constrained analogue 1 of the potent Sub
stance P antagonist (+/-) CP-96345 is described. The key feature is th
e formation of the benzo[b]-1,5-naphthyriandine system at the very las
t step of the synthesis throught an intramolecular arylation of an ami
ne promoted by a strong base. If the tricyclic system was synthesized
first, 2-methoxy benzylation of both the nitrogen atoms occurred.