Ethyl Acetate → HCID 86659172, compound

Participants

Reaction Conditions

Reaction Steps

To cis-1-[6-chloro-2-(methylsulfonyl)-4-pyrimidinyl]-N-cyclohexyl-6-(trifluoromethyl)-3-piperidinecarboxamide (300 mg, 0.640 mmol) in 1,4-dioxane (8 mL) was added Hunig's base (0.22 mL, 1.28 mmol) followed by {[2,4-bis(methyloxy)phenyl]methyl}amine (0.19 mL, 1.28 mmol), and the reaction mixture was stirred overnight at 60° C. into a sealed tube. This reaction mixture was combined with another similar reaction mixture (˜⅓ the scale) before work up. The combined reaction mixtures were poured onto water and EtOAc. The layers were separated, and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated. Flash chromatography on SiO2 (gradient: 100% Hexanes to 50% EtOAc in Hexanes) afforded the title compound (322 mg) as a white foam. LC-MS (ES) m/z=556 [M+H]+.

Provenance & Evidence