تفاعل #417949

ord-a6c1865469b74fa182b2af8aaff5906c

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08877741B2uspto-grants-2014_11