Acetic Acid → HCID 73051476, compound

Participants

Reaction Steps

0.22 g (0.543 mmol) of 2-(methyl((3-((3-(trifluoromethyl)phenyl) ethynyl) imidazo[1,2-a]pyridin-2-yl)methyl)amino)acetate were dissolved in 6 ml of a mixture consisting of methanol and tetrahydrofurane with magnetic stirring and then 0.543 ml (0.543 mmol) of a 1M NaOH aqueous solution were added. The mixture was stirred at r.t. for 16 h. 0.163 ml (0.163 mmol) of a 1M NaOH aqueous solution were added. The mixture was stirred at r.t. for a further 24 h before being treated with a solution of 0.04 ml (0.705 mmol) of acetic acid in 10 ml of water. The mixture was stirred at r.t. for 30 min. The solid formed was isolated by filtration, washed with 5 ml of water and dried in a vacuum bell jar in order to obtain 0.155 g (yield=73%) of 2-(methyl((3-((3-(trifluoromethyl)phenyl) ethynyl)imidazo[1,2-a]pyridin-2-yl)methyl)amino) acetic acid as a beige solid. LC-MS: m/z=388 (MH+); UV purity at 254 nm=99%. 1H NMR (300 MHz, DMSO) δ 8.74 (d, J=6.7 Hz, 1H), 8.10 (s, 1H), 7.97 (d, J=7.6 Hz, 1H), 7.77 (d, J=7.8 Hz, 1H), 7.74-7.64 (m, 2H), 7.49-7.39 (m, 1H), 7.13 (t, J=6.4 Hz, 1H), 4.02 (s, 2H), 3.59 (s, 1H), 3.33 (s, 2H), 2.41 (s, 3H).

Provenance & Evidence