Ethanolamine → HCID 178523466, compound

Participants

Reaction Steps

To a solution of methyl 3-[3'-(2"-nitroimidazolyl)-2',2'-difluoropropoxy]-2,2-difluoropropionate (1.0 g, 3.0 mmol) in dioxane (10 ml), ethanolamine (370 mg, 6.0 mmol) was added and reacted for 5 hours at a room temperature with stirring. The reaction solution was concentrated and partitioned between ethyl acetate and water. The ethyl acetate phase was dried over magnesium sulfate, filtered, concentrated and purified by silica gel column chromatography to obtain 3-[3'-(2"-nitroimidazolyl)-2',2'-difluoropropoxy]-2,2-difluoropropionic acid hydroxyethylamide (550 mg). m.p. 67°-68° C. 1H-NMR (DMSO-d6): δ=3.24-3.76 (5H, m), 4.14 (2H, t, --CF2CH2 --, J=13 Hz), 4.22 (2H, t, --OCH2, J=14 Hz), 4.88 (1H, brt, --OH), 5.24 (2H, t, CH2CF2, J= 15 Hz), 7.42 (1H, d, H5 "), 7.98 (1H, d, H4 "), 8.93 (1H, brt, NH)

Provenance & Evidence