تفاعل #595386

ord-b32cfd92338740f69c71778beb3ab80b

معادلة التفاعل

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

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was cooled to rt
  2. 2
    استخلاصThe aqueous layer was extracted with EtOAc
  3. 3
    غسيلThe combined organic layers were washed with brine
  4. 4
    تجفيفdried over Na2SO4
  5. 5
    تركيزconcentrated
  6. 6
    أخرىThe residue was purified by flash chromatography (PE:EA=4:1)

الإجراء التجريبي

(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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09095583B2uspto-grants-2015_08