3-Chloro-7,8-dihydro-6H-indeno[5,6-e][1,2,4]triazine 1-Oxide → HCID 11951460, compound

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Reaction Steps

A solution of chloride 21 (2.0 g, 9.03 mmol) and N1-(2-methoxyethyl)-N1-methylpropane-1,3-diamine (297) (2.0 g, 13.6 mmol) in DME (140 mL) was stirred at 20° C. for 18 h, the solvent evaporated and the residue purified by column chromatography, eluting with a gradient (2-15%) of MeOH/DCM, to give 1-oxide 52 (2.3 g, 79%) as a yellow solid: mp 59-61° C.; 1H NMR [(CH3)2SO] δ 7.94 (s, 1H, H-9), 7.68 (br s, 1H, NH), 7.38 (s, 1H, H-5), 3.24-3.44 (m, 6H, CH2), 3.23 (s, 3H, OCH3), 2.92-2.99 (m, 4H, H-6, H-8), 2.56 (br t, J=5.8 Hz, 2H, CH2N), 2.24 (s, 3H, NCH3), 2.03-2.07 (m, 2H, H-7), 1.70-1.74 (m, 2H, CH2); HRMS (FAB+): calcd for C17H26N5O2 (MH+) m/z 332.2087, found, 332.2089.

Provenance & Evidence