반응 #91658

ord-0ca8794b5619488e887182cf5776361d

반응 방정식

Oc1cccnc1Br
2-Bromopyridin-3-ol
OB(O)c1ccsc1
3-thiophenyl boronic acid
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Oc1cccnc1-c1ccsc1
2-(thiophene-3-yl)pyridin-3-ol
수율 48.6%

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 (100 mg, 0.58 mmol), 3-thiophenyl boronic acid (88 mg, 0.69 mmol), sodium carbonate (184 mg, 2.07 mmol) and Pd2(dppf)2Cl2 (94 mg, 0.12 mmol) were dissolved in dimethoxyethane/water of 1 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-(thiophene-3-yl)pyridin-3-ol (50 mg, 48%).

출처

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