Stannous Chloride → HCID 22556939, compound

Participants

Reaction Steps

A mixture of 2-(3-bromo-2-hydroxy-5-methyl-phenyl)-3-(4-nitro-benzyl)-1H-indole-5-carboxamidine 203 (100 mgs, 0.2 mmol), SnCl2 (100 mgs) and 6N HCl is heated at reflux for 1 hr. The reaction is cooled, let stand for 12-18 h, and the residue is isolated. The residue is taken up in 0.1N HCl and purified by reverse phase HPLC (0.01%HCl/acetonitrile) with a 2-90% gradient to yield 42% of 3-(4-amino-benzyl)-2-(3-bromo-2-hydroxy-5-methyl-phenyl)-1H-indole-5-carboxamidine as a white solid (38 mgs, 0.08 mmol).

Provenance & Evidence