Morpholine → HCID 58966532, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrazin-2-yl)-[2-(2-methyl-1-morpholin-4-yl-propyl)-5-trifluoromethyl-benzyl]-amine (28 mg, 0.040 mmol) in toluene (0.5 mL) was added morpholine (0.01, 0.048 mmol), BINAP (5 mg, 0.004 mmol), sodium t-butoxide (6 mg, 0.056 mmol), and tris(dibenzylideneacetone)dipalladium (4 mg, 0.002 mmol). The mixture was heated at 80° C. overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and filtered over a pad of silica gel. Mother liquor is concentrated. The residue was purified by flash chromatography (silica gel) (eluting with 10-50% ethyl acetate in hexanes) to afford the title compound as a yellow orange gum (20 mg. 0.04 mmol).

Provenance & Evidence