Hydrochloric Acid → HCID 90403801, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(2-isopropyl-1-((2-methoxyethoxy)methyl)-1H-imidazol-5-yl)-4-((6-nitropyridin-3-yl)oxy)pyridine (783 mg, 1.894 mmol) in dioxane (15 mL) was treated with 6N HCl (9.0 mL), heated at 50° C. for 16 h, then cooled to RT and evaporated to remove most of the organics. The aqueous residue was treated with EtOAc, made basic with 1N NaOH, the layers separated and the aqueous layer extracted with additional EtOAc. The combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 2-(2-isopropyl-1H-imidazol-5-yl)-4-((6-nitropyridin-3-yl)oxy)pyridine (612 mg, 99%). 1H NMR (400 MHz, DMSO-d6): δ 12.01 (s, 1H), 8.58 (d, J=2.8 Hz, 1H), 8.47 (d, J=5.6 Hz, 1H), 8.41 (d, J=8.9 Hz, 1H), 7.95 (dd, J=8.9, 2.8 Hz, 1H), 7.61 (d, J=2.1 Hz, 1H), 7.45 (d, J=2.5 Hz, 1H), 6.97 (dd, J=5.4, 2.7 Hz, 1H), 2.95-2.94 (m, 1H), 1.23 (t, J=6.9 Hz, 6H); MS (ESI) m/z: 326.1 (M+H+).

Provenance & Evidence