Cesium carbonate → HCID 58007531, compound

Participants

Reaction Conditions

Reaction Steps

To 2-(6-trifluoromethyl-pyridin-3-yl)-ethylamine (955 mg, 5.0 mmol) were added 6-bromo-2,3-dihydro-benzofuran (1.00 g, 5.0 mmol), cuprous iodide (48 mg, 0.25 mmol) and cesium carbonate (3.27 g, 10.0 mmol) under an Ar-atmosphere. Then DMF (2.0 ml) and 2-acetylcyclohexanone (133 μl, 0.10 mmol) were added and the reaction mixture was stirred for 2 h at 120° C. It was cooled to ambient temperature and separated between TBME (40 ml) and water (15 ml). The organic layer was washed with brine (15 ml) and dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 67:33) afforded the title compound (803 mg, 52%) as a yellow oil. MS m/e: 309.3 [M+H]+.

Provenance & Evidence