4-Bromotoluene → HCID 66661168, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of methyl indole-6-carboxylate (2.03 g, 11.6 mmol), 4-bromotoluene (3.56 g, 20.8 mmol), trans-(1R,2R)—N,N′-bismethyl-1,2-cyclohexane diamine (0.18 mL, 1.14 mmol), copper iodide (0.12 g, 0.60 mmol) and tribasic potassium phosphate (5.50 g, 25.9 mmol) was added toluene (11.5 mL). The mixture was heated in a sealed tube at 180° C. for 10 min. The mixture was cooled to ambient temperature, filtered with Celite and concentrated under reduced pressure. Purification by silica gel chromatography (100% hexanes→75% hexanes/ethyl acetate) gave the title compound (1.48 g): LC-MS [M+1]=266.1.

Provenance & Evidence