Ethyl 4-piperidinecarboxylate → HCID 86626750, compound

Participants

Reaction Steps

(3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-{2-[ethyl-(2-methoxy-ethyl)-amino]-5-trifluoromethyl-benzyl}-amine (350 mg) is dissolved in toluene (5 ml) and tris(dibenzylideneacetone)dipalladium (49 mg), sodium tert-butoxide (77 mg), 2-(di-tert-butylphosphino)biphenyl (63 mg) and ethyl piperidine-4-carboxylate (119 μl) and the mixture is stirred under nitrogen flow at room temperature overnight. To the reaction solution is added a saturated brine, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane ethyl acetate=19:1→3:1) to give ethyl 1-[2-((3,5-bis-trifluoromethyl-benzyl)-{2-[ethyl-(2-methoxy-ethyl)-amino]-5-trifluoromethyl-benzyl}amino)-pyrimidin-5-yl]-piperidine-4-carboxylate (212 mg). MS (m/z): 7:36 [M+H]+

Provenance & Evidence