N-bromobutanimide → 7-cyano-1-(3-fluoro-benzyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Participants

Reaction Steps

Prepared in analogy to that of Example 133(a) from 2,3-dibromo-1-(3-fluoro-benzyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester and NBS in MeCN to give tribromo intermediate; which was subjected to a cyanation condition CuCN/NMP similar to that of Example 105(a) to give the C-7 CN intermediate; which was further subjected to a reductive debromination condition (ammonium formate, Pd/C in refluxing EtOAc) similar to that of Example 6(a) to give the desired title compound. The title compound, ESI MS (m/z): 340 (M+H)+.

Provenance & Evidence