N#N.[CH3:3][O:4][C:5]1[N:6]=[CH:7][N:8]=[N:9][C:10]=1[CH2:11][NH:12][C:13]([CH:15]1[CH2:18][C:17](=[O:19])[CH2:16]1)=O.CC#N.O=P(Cl)(Cl)Cl>CN(C=O)C>[CH3:3][O:4][C:5]1[C:10]2=[CH:11][N:12]=[C:13]([CH:15]3[CH2:18][C:17](=[O:19])[CH2:16]3)[N:9]2[N:8]=[CH:7][N:6]=1
In an oven-dried flask filled with N2 was added N-[(5-methoxy-1,2,4-triazin-6-yl)methyl]-3-oxocyclobutanecarboxamide (2.40 g, 0.00833 mol) followed by MeCN (200 mL) and DMF (40 mL). The reaction mixture was treated with POCl3 (3.1 mL, 0.033 mol) dropwise at 0° C. under N2 over 10 min. The reaction was stirred at rt overnight. The reaction mixture was concentrated and poured into ice, saturated aqueous NaHCO3 solution was added to adjust the pH to 7. The mixture was extracted with DCM (150×3). The organic extracts were combined, dried (Na2SO4) and concentrated under reduced pressure to give a crude residue, which was then purified by flash chromatography on silica gel using hexanes:EtOAc (1:1) as the eluent.
Wird geladen…
