Cesium carbonate → HCID 67528381, compound

Participants

Reaction Conditions

Reaction Steps

To an ambient temperature solution of {4-[2-(2,6-dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-amine (82 mg, 0.204 mmol) in acetonitrile (3 mL) are added (4-bromomethyl-phenyl)-acetic acid methyl ester (52 mg, 0.214 mmol) and cesium carbonate (133 mg, 0.408 mmol). The reaction mixture is heated to 80° C. overnight. The reaction mixture is concentrated under reduced pressure. The residue is chromatographed (SiO2 40 g, 0% to 20% EtOAc/Hex). Reversed phase HPLC (C18 OBD 19×100 mm, 30 to 70% ACN/water (0.1% TFA) at 20 mL/min) is employed to remove approximately 10% starting amine present to yield the title compound (78 mg, 68%). LC-ES/MS m/e 566.3 (M+1), 95%

Provenance & Evidence