Potassium Carbonate → 7-(4-(trifluoromethoxy)phenyl)phthalazin-1(2H)-one

HRID 1477216Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1477216
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[N:7][NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1.[F:13][C:14]([F:26])([F:25])[O:15][C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[F:13][C:14]([F:25])([F:26])[O:15][C:16]1[CH:21]=[CH:20][C:19]([C:2]2[CH:11]=[C:10]3[C:5]([CH:6]=[N:7][NH:8][C:9]3=[O:12])=[CH:4][CH:3]=2)=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 222653177-bromo-2H-phthalazin-1-one

Produkt 1

HCID 709746217-(4-(trifluoromethoxy)phenyl)phthalazin-1(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 7-bromophthalazinone (1.09 g, 4.84 mmol), 4-trifluoromethoxyphenyl boronic acid (1.20 g, 5.81 mmol), dppf(Pd)Cl2 (177 mg, 0.242 mmol), potassium carbonate (1.34 g, 9.68 mmol) in degassed toluene (4 mL), degassed water (2 mL) and degassed isopropanol (2 mL) was heated at 90° C. for 12 hours. The layers were separated, the organic layer was concentrated and the residue was purified by trituration with hexanes/ethyl acetate to provide 7-(4-(trifluoromethoxy)phenyl)phthalazin-1(2H)-one as a white powder. C15H9F3N2O2. 307.2 (M+1).

Aufarbeitung

  1. customdegassed water (2 mL)
  2. customdegassed isopropanol (2 mL)
  3. customThe layers were separated
  4. concentrationthe organic layer was concentrated
  5. customthe residue was purified by trituration with hexanes/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-22d7484f07f246b29c9664b66bab786c
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09403782B2

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