Morpholine → HCID 67142093, compound

Participants

Reaction Conditions

Reaction Steps

Morpholine (96.7 μl, 1.11 mmol) was added to a solution of 2-[5-chloro-1-(3-fluorobenzyl)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-yl-]1,2,3,4-tetrahydroisoquinoline (300 mg, 0.714 mmol) prepared in Example 662, tris(dibenzylideneacetone)dipalladium(0) (16.3 mg, 0.018 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-xanthene (31 mg, 0.054 mmol), and cesium carbonate (326 mg, 1.0 mmol) in anhydrous 1,4-dioxane (5 ml). The reaction mixture was refluxed for 40 hours at 80° C. and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=1/5, v/v). The resulting product was dissolved in ethyl acetate, saturated with hydrochloric acid gas, and then filtered to give 115 mg of the titled compound as a white solid (Yield: 32%).

Provenance & Evidence