반응 #41398

ord-c1adadd15d2a4e29a6a6d4c16ded8b2c

반응 방정식

COc1cc(C=O)c(F)cc1Cl
4-Chloro-2-fluoro-5-methoxy benzaldehyde
NNc1ccc(F)cc1
4-fluorophenylhydrazine
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
COc1cc2cnn(-c3ccc(F)cc3)c2cc1Cl
1-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

반응 조건

온도
150°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척After dilution with DCM the mixture was washed with sat. NaHCO3, brine
  2. 2
    기타the organic phase was evaporated
  3. 3
    기타After purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound
  4. 4
    기타were obtained

실험 절차

4-Chloro-2-fluoro-5-methoxy benzaldehyde (204 mg, 1.1 mmol) and 4-fluorophenylhydrazine (176 mg, 1.1 mmol) were dissolved in N-methylpyrrolidine (5 mL). After addition of cesium carbonate (1.15 g, 3.3 mmol) the mixture was heated in a microwave reactor (CEM Discovery, 150 Watt) to 150° C. for 20 min. After dilution with DCM the mixture was washed with sat. NaHCO3, brine and the organic phase was evaporated. After purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound were obtained.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07728030B2uspto-grants-2010_06