2-methyl-2,5-dimethoxytetrahydrofurane → HCID 58964523, compound

Participants

Reaction Steps

To a solution of 200 mg (0.59 mmol) of N-(6-amino-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide in 10 ml of acetic acid, 87 mg (0.60 mmol) of 2-methyl-2,5-dimethoxy-tetrahydrofuran is added and the reaction mixture is stirred at reflux for 5 hours. Subsequently the solvent is evaporated and the residue is dried for I day at 60° C. and high vacuum to yield N-[6-(2-methyl-pyrrol-1-yl)-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide. 1H-NMR; DMSO-d6 (400 MHz, ppm): 7.69 (s, 1H, aromatic); 7.54 (s, 1H , aromatic); 6.6 (s, 1H, N-CH═CH in pyrrol); 5.97 (t, 1H, CH═CH═CH in pyrrol); 5.83 (m, 1H, CH═CH-C(CH3)-N in pyrrol); 3.05 (s, 3H, SO2-CH3); 1.82 (s, 3H, pyrrol-1-CH3). LC-MS: 403 [M+H]+; Agilent LC/MSD 1100 Series; LC-MS method: Column: SunFireC18, 4.6*50 mm, 3.5 μm; positive MS; water/acetonitril 95:5 to 5:95 in 5 min, flow: 1.5 ml/min.

Provenance & Evidence