反应 #1135871

ord-77e4738ebc704fa5afd830abe36dbda6

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩before being concentrated in vacuo
  2. 2
    其他The crude residue was triturated in 3 ml of diisopropyl ether
  3. 3
    其他the obtained solid was isolated by filtration
  4. 4
    其他dried under a vacuum bell jar in order

实验过程

0.061 g (0.182 mmol) of ethyl 2-((3-(phenylethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)acetate were solubilised with magnetic stirring in 3 ml of a mixture consisting of methanol and tetrahydrofurane (1/1, v/v) and then 0.173 ml (0.173 mmol) of a 1N NaOH aqueous solution were added. The mixture was stirred at r.t. for 2 d before being concentrated in vacuo. The crude residue was triturated in 3 ml of diisopropyl ether, the obtained solid was isolated by filtration and dried under a vacuum bell jar in order to obtain 0.027 g (yield=45%) of sodium 2-((3-(phenyl ethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)acetate. LC-MS: m/z=307 (MH+); UV purity at 254 nm=99%. 1H NMR (300 MHz, DMSO) δ 8.62 (d, J=6.7 Hz, 1H), 7.79-7.58 (m, 3H), 7.45 (dd, J=8.8, 7.2 Hz, 4H), 7.13 (t, J=6.5 Hz, 1H), 4.74 (s, 2H), 3.70 (s, 2H)

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09381191B2uspto-grants-2016_07