Xiaoyong Fu, T. Mcallister, Xiongwei Shi
Aug 12, 2003
Citations
0
Influential Citations
3
Citations
Journal
Organic Process Research & Development
Abstract
An efficient process for the preparation of 10-bromo-8-chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (7), an intermediate to an antitumor agent SCH 66336, is described. This one-pot method consists of a selective reduction of 8-chloro-7(9)-nitro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (4) with Sn(II) bromide (generated in situ from Sn(II) sulfate and HBr), followed by bromination at the 10 position, and deamination. The desired product (7) is isolated in 75% overall yield.