Morpholine → HCID 58921245, compound

Participants

Reaction Conditions

Reaction Steps

1-(1-(5-Bromopyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenylethyl)-3-cyclopentylurea (122 mg, 0.22 mmol), morpholine (1.3 eq), Pd2(dba)3 (70 mg), Xantphos (95 mg) and Na—O-t-Bu (84 mg) were stirred in toluene (0.7 mL) at room temperature. The reaction mixture was purged with N2 several times and then was heated at 100° C. for 2 h. The reaction mixture was cooled to room temperature, and CH2Cl2 was added. The resulting solution was filtered through Celite and concentrated to dryness. The residue was purified by chromatography (silica gel, hexanes/EtOAc) to give 1-cyclopentyl-3-(1-(5-(diphenylmethyleneamino)pyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenylethyl)urea as white solids (101 mg, yield: 70.1%). LC-MS ESI 651.45 (M+H) (10-90% MeOH in H2O with 0.1% TFA in a 4-min run, retention time=4.47min).

Provenance & Evidence