반응 #91656

ord-753d541b0a1a4293a8ab763930e70e3e

반응 방정식

Oc1cccnc1Br
2-Bromopyridin-3-ol
OB(O)c1ccoc1
3-furan boronic acid
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Oc1cccnc1-c1ccoc1
2-(furan-3-yl)pyridin-3-ol
수율 27.0%

반응 조건

온도
120°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After the completion of the reaction
  2. 2
    여과the reaction mixture was filtered
  3. 3
    workup.ADDITIONThe filtrate was added with water
  4. 4
    추출extracted with ethyl acetate
  5. 5
    건조The obtained organic layer was dried over magnesium sulfate
  6. 6
    기타purified by column chromatography (ethyl acetate:hexane=1:3)

실험 절차

2-Bromopyridin-3-ol (200 mg, 1.15 mmol), 3-furan boronic acid (574 mg, 1.38 mmol), sodium carbonate (365 mg, 12.8 mmol) and Pd2(dppf)2Cl2 (187 mg, 0.23 mmol) were dissolved in dimethoxyethane/water 2 mL/1 mL, followed by stirring in microwave at 120° C. for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (ethyl acetate:hexane=1:3) to obtain 2-(furan-3-yl)pyridin-3-ol (50 mg, 27%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09447083B2uspto-grants-2016_09