1,4-Dioxane → HCID 66576850, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 8-fluoro-1-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline (122-6; 0.247 g, 0.00375 mol) and 3-Bromo-4-methoxy-5-methyl-pyridine (0.909 g, 0.0045 mol) in the mixture of 1,4-dioxan (10 mL) and water (10 mL) was added Potassium acetate (1.109 g, 0.0112 mol). Reaction mass was purged with argon for 20 min. Then catalyst Pd(dppf)2Cl2 (0.153 g, 0.000187 mol) was added and allowed to stir at 80° C. for 12 h. The reaction mixture was filtered through CELITE bed and filter bed was thoroughly washed with ethyl acetate. The collected organic parts were concentrated under vacuum to afford the crude compound, which was purified by silica gel column chromatography to obtain title compound. 1H NMR (400 MHz, DMSO-d6) δ 8.42 (s, 1H), 8.27 (s, 1H), 7.65-7.62 (d, J=12 Hz, 1H), 7.57-7.55 (d, J=8 Hz, 1H), 3.54 (s, 3H), 3.03-2.97 (m, 4H), 2.71 (s, 3H), 2.28 (s, 3H). LCMS (M+1): 325.1.

Provenance & Evidence