反応 #8409

ord-f214d5cbf2a241b5a58c6a1faf760ae1

反応方程式

Cn1c(-c2ccc(CBr)cc2)cc2onc(-c3ccccc3)c2c1=O
6-(4-bromomethyl-phenyl)-5-methyl-3-phenyl-5H-isoxazolo[4,5-c]pyridin-4-one
O=C([O-])[O-].[Cs+].[Cs+]
caesium carbonate
c1cc[nH]c1
pyrrole
Cn1c(-c2ccc(Cn3cccc3)cc2)cc2onc(-c3ccccc3)c2c1=O
desired compound
収率 18.0%
Cn1c(-c2ccc(Cn3cccc3)cc2)cc2onc(-c3ccccc3)c2c1=O
5-Methyl-3-phenyl-6-(4-pyrrol-1-ylmethyl-phenyl)-5H-isoxazolo[4,5-c]pyridin-4-one
収率 18.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他is removed in vacuo
  2. 2
    洗浄The organic phase is washed with NaHCO3-solution
  3. 3
    乾燥dried over Na2SO4
  4. 4
    濃縮concentrated

実験手順

To a solution of 198 mg (0.5 mmol) of 6-(4-bromomethyl-phenyl)-5-methyl-3-phenyl-5H-isoxazolo[4,5-c]pyridin-4-one in 2.5 ml of DMF is added 326 mg (1.0 mmol, 2.0 eq.) of caesium carbonate and 0.05 ml (0.6 mmol, 1.2 eq.) of pyrrole. After stirring 16 h at room temperature the solvent is removed in vacuo and the residue taken up in CH2Cl2. The organic phase is washed with NaHCO3-solution, dried over Na2SO4 and concentrated. Flash chromatography yields 34 mg (18%) of the desired compound as a white solid. Mass spectrum: m/z (M+H)+: 382.1

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07087756B2uspto-grants-2006_08