2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → 4-(4-{4-[(4,5-dichloro-1-ethyl-1H-indole-2-carbonyl)-amino]-phenyl}-piperazin-1-yl)-benzoic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture containing 4,5-dichloro-1-ethyl-1H-indole-2-carboxylic acid (4-piperazin-1-yl-phenyl)-amide hydrochloride (110 mg, 0.24 mmol), dioxane (6 mL), 4-bromo-benzoic acid tert-butyl ester (160 mg, 0.62 mmol), sodium tert-butoxide (128 mg, 1.33 mmol), Pd2(dba)3 (20 mg, 5% mol) and X-PHOS ligand (35 mg) was stirred under Ar, and heated for 2 hours at 100° C. The mixture was concentrated to dryness. The residue was taken up in 50 mL of EtOAc and washed with 50 mL of water, brine and dried with anhydrous sodium sulfate. The solvent was removed and the residue was triturated with methanol followed by hexanes. The solid was filtered to give 4-(4-{4-[(4,5-dichloro-1-ethyl-1H-indole-2-carbonyl)-amino]-phenyl}-piperazin-1-yl)-benzoic acid tert-butyl ester (70 mg).

Provenance & Evidence