Dabco → HCID 178439362, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-chloro-5-isopropylpyrrolo[2,1-f][1,2,4]triazine (0.038 g, 0.194 mmol, 1.0 equiv) and 2-fluoro-4-nitrophenol (0.062 g, 0.388 mmol, 2.0 equiv) in anhydrous CH3CN (2 mL), stirred for five minutes under a nitrogen atmosphere then was added DABCO (0.044 g, 0.388 mmol, 2.0 equiv) and the reaction mixture was heated at 50° C. for 2 h. The mixture was cooled to room temperature and quenched with 1 N HCl. The solution was extracted with CH2Cl2 (3×30 ml), the combined organic extracts dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel (Merck KGaA, 230–400 mesh particle size) flash chromatography, eluting with 2/1 hexane/ethyl acetate, afforded the title compound (0.048 g, 79%). 1H NMR (CDCl3) δ 8.07–8.13 (m, 2H), 7.77 (s, 1H), 7.68–7.69 (m, 1H), 7.46–7.50 (m, 1H), 6.71–6.72 (m, 1H), 3.53–3.56 (m, 1H), 1.29–1.31 (m, 6H); HRMS(ESI), calc, 317.1050 (M+H)+ found, 317.1039.

Provenance & Evidence