反応 #595386

ord-b32cfd92338740f69c71778beb3ab80b

反応方程式

O=C(c1c(Cl)cccc1C(F)(F)F)n1nc(Br)c2ccccc21
(3-bromo-1H-indazol-1-yl)(2-chloro-6-(trifluoro methyl)phenyl)methanone
O=C([O-])[O-].[K+].[K+]
K2CO3
O=C1OCc2cc(-c3nn(C(=O)c4c(Cl)cccc4C(F)(F)F)c4ccccc34)ccc21
title compound
O=C1OCc2cc(-c3nn(C(=O)c4c(Cl)cccc4C(F)(F)F)c4ccccc34)ccc21
5-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)isobenzo furan-1 (3H)-one

反応条件

温度
100°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The reaction mixture was cooled to rt
  2. 2
    抽出The aqueous layer was extracted with EtOAc
  3. 3
    洗浄The combined organic layers were washed with brine
  4. 4
    乾燥dried over Na2SO4
  5. 5
    濃縮concentrated
  6. 6
    その他The residue was purified by flash chromatography (PE:EA=4:1)

実験手順

(0.97 g, 2.48 mmol), (3-bromo-1H-indazol-1-yl)(2-chloro-6-(trifluoro methyl)phenyl)methanone (1.0 g, 2.48 mmol), K2CO3 (1.03 g, 7.44 mmol) and Pd(PPh3)4 (0.143 g, 0.12 mmol) were suspended in 1,4-dioxane (15 mL) and H2O (3 mL). The reaction mixture was heated at 100° C. in a microwave reactor for 2 h. The reaction mixture was cooled to rt and diluted with H2O. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by flash chromatography (PE:EA=4:1) to afford the title compound as a pale yellow oil. LCMS (ESI) calc'd for C23H13ClF3N2O3 [M+H]+: 457. found: 457.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09095583B2uspto-grants-2015_08