反应详情

To a solution of 130 mg (0.39 mmol) of N-(6-amino-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide in 5 ml of acetic acid a solution of 95 mg (0.39 mmol) of 2-(2,5-dimethoxy-tetrahydro-furan-3-ylmethoxy)-tetrahydro-pyran (prepared according to Frydman, Benjamin; Ojea, Maria I. 1,4-Diaminobutanes from furans: a new synthetic approach to substituted putrescines. Tetrahedron Letters (1998), 39(27), 4765-4768) is added and the reaction mixture is stirred at reflux for 3 hours. The solvent is evaporated at HV overnight to yield acetic acid 1-(3-methanesulfonylamino-2,4-dioxo-7-trifluoromethyl-1,2,3,4-tetrahydro-quinazolin-6-yl)-1H-pyrrol-3-ylmethyl ester. 1H-NMR ; DMSO-d6 (400 MHz, ppm): 7.85 (s, 1H , aromatic); 7.62 (s, 1H , aromatic); 7.03 (s, 1H, N-CH═C(CH2) in pyrrol); 6.91 (m, 1H, N-CH═CH in pyrrol); 6.27 (m, 1H, CH═CH-C(CH2)-N in pyrrol); 4.96 (s, 2H, CH2-OCOCH3); 3.16 (s, 3H, SO2-CH3); 2.03 (s, 3H, CH2-OCOCH3); LC-MS: 459 [M-H]-; Agilent LC/MSD 1100 Series, LC-MS method: Column: SunFireC18, 4.6*50 mm, 3.5 μm; negative MS; water/acetonitril 95:5 to 5:95 in 5 min, flow: 1.5 ml/min.

1. additionTetrahedron Letters (1998), 39(27), 4765-4768) is added
2. temperatureat reflux for 3 hours
3. customThe solvent is evaporated at HV overnight