Selective synthesis and utility of one tripyrrolic compound and its intermediates

Abstract

Highly selective syntheses of tri(2,4-dimethyl-3-carbethoxypyrrolyl)- methane 8 and its dipyrrolic intermediate 6 and pyrrolic one 1 are described based on the successful correction of the wrong process for 1 in literature. Tripyrrolic compounds have attracted much attention recently and been developed in diverse fields. 1 was the key intermediate for some tyrosine kinase inhibitors, including newly-launched Sutent®, and most recently we have found 6 was also synthetically useful in the synthesis of 11 that has been discovered as a novel histone deacetylases (HDAC) inhibitor with an IC 50 value of about 1 μM in our assessments and represents a promising lead for the development of more potent histone deacetylase inhibitors (HDACIs). © 2007 Pharmaceutical Society of Japan.