Реакция #502101

ord-548706e46c1f4ed79f3d42a458df1076

Уравнение реакции

Br.CCOC(=O)Cn1cc(B2OC(C)(C)C(C)(C)O2)ccc1=N
ethyl[2-imino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyridin-1-yl]acetate hydrobromide
O=P(Cl)(Cl)Cl
POCl3
CC1(C)OB(c2ccc3nc(Cl)cn3c2)OC1(C)C
compound
CC1(C)OB(c2ccc3nc(Cl)cn3c2)OC1(C)C
2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine

Условия реакции

Температура
105°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураcooled to ambient temperature
  2. 2
    Концентрированиеconcentrated under reduced pressure
  3. 3
    Другоеis taken up between dichloromethane and water at 0° C.
  4. 4
    workup.ADDITIONa 30% aqueous solution of NH4OH is added until a basic pH
  5. 5
    Другоеis obtained
  6. 6
    ДругоеThe organic phase is separated
  7. 7
    Сушкаdried over magnesium sulphate
  8. 8
    Концентрированиеconcentrated under reduced pressure

Методика

8.78 g of ethyl[2-imino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyridin-1-yl]acetate hydrobromide in 20 ml of POCl3 are placed in a round-bottomed flask. The reaction mixture is heated at 105° C. for 16 h, cooled to ambient temperature and concentrated under reduced pressure. The residue is taken up between dichloromethane and water at 0° C., and a 30% aqueous solution of NH4OH is added until a basic pH is obtained. The organic phase is separated, dried over magnesium sulphate and concentrated under reduced pressure. 4.3 g of compound are obtained.

Источник

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