An improved synthesis of the unique anti-migraine agent CP-122,288: A bromine atom passenger in an intramolecular Heck reaction

Article abstract of DOI:10.1016/0040-4039(96)00322-X

Utilizing a 2,6-dibromoaniline (6b) in place of the original monobromo aniline in the indole-forming intramolecular Heck reaction allows for a greater than two-fold improvement in the overall yield of CP-122,288. The second bromine is carried through unmolested, forming a 7-bromoindole analog of CP-122,288 (1b). This result might represent a novel approach to 7- substituted indole derivatives.