1-Propanol → HCID 71542003, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-(2-fluoropyrimidin-4-yl)oxazolidin-2-one (100 mg, 0.444 mmol), (3-(p-tolyl)-1,2,4-oxadiazol-5-yl)methanamine (84 mg, 0.444 mmol, 1.0 equiv), and TEA (0.186 mL, 1.332 mmol, 3.0 equiv) in butan-1-ol (2 mL) was heated at 100° C. for 90 min. Addition of propan-1-ol (1 ml) and heated at 150° C. for 60 min. The reaction mixture was concentrated in vacuo. Flash column (silica, 24 g) eluting w/0-30% EtOAc/DCM afforded (S)-4-Isopropyl-3-{2-[(3-p-tolyl-[1,2,4]oxadiazol-5-ylmethyl)-amino]-pyrimidin-4-yl}-oxazolidin-2-one (95 mg, white foam) in 54.2% yield. HRMS(B) m/z 394.1753 2.38 Min.

Provenance & Evidence