Acetic Acid → HCID 73051477, compound

Participants

Reaction Steps

0.65 g (1.542 mmol) of methyl 2-((3-((4-fluorophenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)benzoate were solubilized with magnetic stirring in 30 ml of a mixture consisting of ethanol and of tetrahydrofurane (1/1, v/v) and then 15.42 ml (15.42 mmol) of a 1N NaOH aqueous solution were added. The mixture was stirred at r.t. for 16 h before adding 20 ml of water and then 0.883 ml (15.42 mmol) of acetic acid. The formed precipitate was isolated by filtration, washed with 10 ml of water and dried in a vacuum bell jar in order to obtain 0.518 g (yield=81%) of 2-((3-((4-fluoro-phenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)benzoic acid as a pale yellow solid. LC-MS: m/z=387 (MH+); UV purity at 254 nm=99%. 1H NMR (300 MHz, DMSO) δ 12.72 (s, 1H), 8.64 (d, J=5.5 Hz, 1H), 7.78-7.59 (m, 4H), 7.45 (d, J=6.2 Hz, 2H), 7.41-7.24 (m, 3H), 7.14 (t, J=6.8 Hz, 1H), 7.00 (t, J=7.3 Hz, 1H), 5.42 (s, 2H).

Provenance & Evidence