Diisopropylethylamine → HCID 59377753, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-bromo-4-chloro-5-iodo-phenylamine (0.573 g, 1.72 mmol) in dioxane (10 ml) was added Pd2(dba)3 (0.197 g, 0.2155 mmol), Xantphos (0.249 g, 0.431 mmol), Hunig base (0.60 ml, 3.448 mmol) and sodium thiomethoxide (0.133 g, 1.72 mmol). The mixture was heated at 80° C. for 6 hours. The mixture was cooled to room temperature and pH2 buffer was added. The mixture was extracted with EtOAc, and the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/7:3) gave 2-bromo-4-chloro-5-methylsulfanyl-phenylamine (0.22 g, 50%) as an oil.

Provenance & Evidence