4-Methylmorpholine → HCID 10224700, compound

Participants

Reaction Steps

1-[3-(dimethylamino)propyl]-3-ethycabodiimide HCl (1.5 eq. mmol) and following 1-hydrobenzatriazole hydrate (HOBT) (0.5 eq. mmol) was added to a solution of 2-phenyl-(4-thioxo-1,4-dihydro-pyrazolo[3,4-d]pyrimidin-5-yl) acetic acid (XIVa) (1.0 eq. mmol) and a corresponding amine such as 1-(2-pyridyl)piperazine(1.5 eq. mmol) with 4-methylmorpholine (3.0 eq. mmol) in DMF at 0° C. The resulting mixture was stirred overnight at 0° C. to room temperature. The yellow reaction mixture was filtered off and washed well with EtOAc. The filtrate was extracted with brine, saturated NaHCO3, brine. The organic layer was dried over anhydrous Na2SO4, and then was concentrated under vacuum. The crude product was chromatographed using silica gel and eluted with CH2Cl2:EtOAc/1:1 to afford (XVIi) (0.029 g, 0.07 mmol, 22% yield) as a white solid.

Provenance & Evidence