Реакция #417949

ord-a6c1865469b74fa182b2af8aaff5906c

Уравнение реакции

Fc1ccc(Br)cn1
5-bromo-2-fluoropyridine
OCC1CC1
cyclopropane methanol
[H-].[Na+]
NaH
Brc1ccc(OCC2CC2)nc1
5-Bromo-2-cyclopropylmethoxy-pyridine

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGthe mixture is stirred at r.t. over night
  2. 2
    ДругоеThe reaction is quenched by the addition of water
  3. 3
    Экстракцияextracted with EtOAc
  4. 4
    Сушкаdried over MgSO4
  5. 5
    Фильтрацияfiltered
  6. 6
    Другоеthe solvent is removed in vacuo
  7. 7
    ДругоеThe crude product is purified by HPLC (MeOH/H2O/FA)

Методика

0.49 g (6.82 mmol) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmol) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmol) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H2O/FA).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877741B2uspto-grants-2014_11