HCID 68803139, compound → HCID 59993166, compound

Participants

Reaction Steps

To the 15 ml ethanol solution of 2-{1-[4-(4-Methoxy-benzenesulfonyl)-piperazin-1-yl]-ethyl}-3-methyl-6-nitro-3H-quinazolin-4-one (560.0 mg, 1.14 mmol) was added ZnCl2 (1.08 g, 5.7 mmol). The reaction was refluxed for 2 hours with vigorous agitation by a magnetic stirrer. The mixture was cooled to room temperature, the solvent was removed by reduce pressure and extracted with Na2CO3 aqueous and ethyl acetate, dried over anhydrous MgSO4, and concentrated by rotary evaporation. Purification was accomplished by HPLC (Gilson-215, 0.035% TFA in acetonitrile and 0.05% water as mobile phase). The product was collected and dried under reduced pressure to give 6-Amino-2-{1-[4-(4-methoxy-benzenesulfonyl)-piperazin-1-yl]-ethyl}-3-methyl-3H-quinazolin-4-one (Yield 427.3 mg, 81.9%). 1H NMR (400 MHz, DMSO-d6): δ 1.72 (d, 3H, J=6.57 Hz), 3.44-3.29 (m, 4H), 3.62-3.50 (m, 4H), 3.65 (s, 3H), 3.93 (s, 3H), 4.70 (q, 1H, J=12.88, 6.82 Hz), 7.19 (d, 2H, J=8.84 Hz), 7.49 (dd, 1H, J=8.84, 2.53 Hz), 7.65 (d, 1H, J=8.59 Hz), 7.81-7.77 (m, 3H). MS m/z calc. 457.2 found (ESI); 458.2 (M+1)+. Retention time 2.28 minutes.

Provenance & Evidence