反应 #417949

ord-a6c1865469b74fa182b2af8aaff5906c

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGthe mixture is stirred at r.t. over night
  2. 2
    其他The reaction is quenched by the addition of water
  3. 3
    萃取extracted with EtOAc
  4. 4
    干燥dried over MgSO4
  5. 5
    过滤filtered
  6. 6
    其他the solvent is removed in vacuo
  7. 7
    其他The crude product is purified by HPLC (MeOH/H2O/FA)

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877741B2uspto-grants-2014_11