Triphenylarsine → HCID 10279442, compound

Participants

Reaction Steps

To a solution of (+/−)-methyl {8-bromo-9-[(4-chlorophenyl)thio]-6-iodo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl}acetate (see Example 30, 145 mg, 0.25 mmol) in DMF (3 mL) were added tris(dibenzylideneacetone)dipalladium(0) (23 mg, 0.025 mmol), triphenyl arsine (31 mg, 0.1 mmol) and 1-methyl-2-(tributylstannyl)-1H-pyrrole (111 mg, 0.3 mmol). The mixture was degassed and stirred at r.t. for 2 hours. The reaction mixture was poured into 1N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with 15% EtOAc/hexane to give methyle ester of the title compound which was hydrolyzed following the procedures described in Step 10 of Example 7.

Provenance & Evidence