Water → HCID 22291924, compound

Participants

Reaction Conditions

Reaction Steps

The material from step 1 (2.17 mmoles) and N-methyl piperazine (32.9 mmoles) were dissolved in 5.0 mL N,N-dimethylacetamide. The reaction mixture was then placed under nitrogen and stirred in an oil bath at 100° C. for 88 h. The mixture was partially stripped of solvent then added to water, filtered, and washed with water. The solid was then dissolved in acetonitrile, decolorized with decolorizing carbon, and dried over anhydrous MgSO4. The solvent was stripped, then the solid residue was recrystallized from acetonitrile. Mp: 277-279° C. 1H NMR (400 MHz, d6-DMSO): δ 2.17 (s, 3H); 2.35 (t, 4H, J=5 Hz); 2.82-2.95 (m, 4H); 3.47 (t, 4H, J=5 Hz); 6.85 (d, 1H, J=5 Hz); 7.01 (s, 1H); 7.21-7.44 (m, 6H); 7.50-7.59 (m, 3H); 8.16 (d, 1H, J=5 Hz); 10.10 (s, 1H). 13C NMR (DMSO-d6, 100 MHz): δ 20.32, 29.69, 45.20, 46.46, 55.00, 105.43, 111.23, 115.50, 117.07, 117.30, 120.66, 121.37, 126.54, 128.60, 128.69, 129.48, 133.36, 136.82, 136.85, 137.70, 139.71, 143.19, 144.36, 148.89, 159.88, 161.37, 163.81, 164.44, 165.15. M+1=526.

Provenance & Evidence