HCID 22648122, compound → N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide

Participants

Reaction Steps

A solution of N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide (114 mg, 0.17 mmol) in 1.5 mL of trifluoroacetic acid was stirred at rt overnight. The resulting reaction mixture was concentrated under reduced pressure, diluted with CH2Cl2 and washed with saturated aqueous NaHCO3 followed by brine. The organic layer was dried with Na2SO4 and concentrated under reduced pressure. The crude solid was purified by preparatory thin-layer chromatography, eluting with 90:10 CH2Cl2-2M NH3 in methanol to yield N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide. Mass spectrum (ESI) 562 (M+1). 1H NMR (500 MHz, DMSO-d6): δ 3.67 (s, 3H); 3.93 (½ ABq, J=14.9 Hz, 1H); 3.99 (½ ABq, J=14.9 Hz, 1H); 4.02 (s, 1H); 5.95 (d, J=2.1 Hz, 1H); 6.55 (d, J=1.9 Hz, 1H); 7.30 (m, 2H); 7.35 (s, 1H); 7.43 (m, 2H); 7.58 (m, 2H); 7.69 (s, 1H); 7.72 (d, J=8.2 Hz, 2H).

Provenance & Evidence