Реакция #560806

ord-982a471bee604723b4b7c88e00e160e7

Уравнение реакции

OB(O)c1cccnc1F
2-fluoropyridin-3-ylboronic acid
FC(F)(F)c1cc(Br)ccn1
4-bromo-2-(trifluoromethyl)pyridine
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Fc1ncccc1-c1ccnc(C(F)(F)F)c1
title compound
Fc1ncccc1-c1ccnc(C(F)(F)F)c1
2-FLUORO-2′-(TRIFLUOROMETHYL)-3,4′-BIPYRIDINE

Растворители

Условия реакции

Температура
95°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooling to room temperature
  2. 2
    Экстракцияextracted with CH2Cl2 (3×)
  3. 3
    СушкаThe combined organics were dried over Na2SO4
  4. 4
    Фильтрацияfiltered
  5. 5
    Концентрированиеconcentrated
  6. 6
    ДругоеThe residue was purified

Методика

A mixture of 2-fluoropyridin-3-ylboronic acid (0.748 g, 5.3 mmol), 4-bromo-2-(trifluoromethyl)pyridine (1.00 g, 4.4 mmol), Pd(PPh3)2Cl2 (0.155 g, 0.22 mmol) and sodium carbonate (0.797 g, 13.3 mmol) in DME (6.5 mL), ethanol (1.9 mL) and water (0.47 mL) was heated to 95° C. for 2 h. After cooling to room temperature, the mixture was diluted with H2O and extracted with CH2Cl2 (3×). The combined organics were dried over Na2SO4, filtered and concentrated. The residue was purified using column chromatography (EtOAc/Hexanes=0→20%) to give the title compound. MS (ESI, pos. ion) m/z: 243 (M+1).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08637500B2uspto-grants-2014_01