1-Chloro-4-iodobenzene → HCID 70978954, compound

Participants

Reaction Conditions

Reaction Steps

A disposable tube was charged with 1,5-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine (69 mg, 0.322 mmol), 1-chloro-4-iodobenzene (100 mg, 0.419 mmol), RuPhos precat. (11.73 mg, 0.016 mmol), dicyclohexyl(2′,6′-diisopropoxybiphenyl-2-yl)phosphine (7.51 mg, 0.016 mmol), sodium 2-methylpropan-2-olate (61.9 mg, 0.644 mmol), and a stirbar before being evacuated and purged with nitrogen three times. Toluene (1 mL, 0.4 M) was added, and the mixture was stirred at 90° C. 36 h. The mixture was cooled, diluted with ethyl acetate, filtered, and concentrated before being purified by silica gel chromatography (eluting with methylene chloride/methanol/1% ammonium hydroxide) and reverse phase HPLC to yield the title compound as a white amorphous solid (0.011 g, 0.034 mmol, 11%).

Provenance & Evidence