반응 #417949

ord-a6c1865469b74fa182b2af8aaff5906c

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877741B2uspto-grants-2014_11