Реакция #502098

ord-4b1cf724c7db4818a9c81626cff341bc

Уравнение реакции

CC1(C)OB(c2ccc(N)nc2)OC1(C)C
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine
O=C(CBr)c1ccc(Cl)cc1
2-bromo-1-(4-chlorophenyl)ethanone
O=C([O-])O.[Na+]
sodium hydrogen carbonate
CC1(C)OB(c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)OC1(C)C
compound
Выход 93.2%
CC1(C)OB(c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)OC1(C)C
2-(4-Chlorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine
Выход 93.2%

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITThe reaction mixture is left
  2. 2
    Температураto cool
  3. 3
    Концентрированиеconcentrated under reduced pressure
  4. 4
    Другоеthe organic phase is then separated
  5. 5
    Сушкаdried over magnesium sulphate
  6. 6
    Другоеthe solvent is then evaporated off under reduced pressure

Методика

2.5 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine and 2.65 g of 2-bromo-1-(4-chlorophenyl)ethanone in 76 ml of n-propanol are placed in a round-bottomed flask. 1.33 g of sodium hydrogen carbonate are added thereto. The mixture is heated at 80° C. for 16 h. The reaction mixture is left to cool and concentrated under reduced pressure. The residue is taken up between water and ethyl acetate, the organic phase is then separated by settling out and dried over magnesium sulphate, and the solvent is then evaporated off under reduced pressure. 3.75 g of compound are obtained.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08088765B2uspto-grants-2012_01