Water → 4-Bromo-3-isopropyl-1H-indazole

HRID 1091923Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1091923
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](F)[C:3]=1[C:9](=O)[CH:10]([CH3:12])[CH3:11].[NH2:14][NH2:15].O>C(O)CO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[C:9]([CH:10]([CH3:12])[CH3:11])=[N:14][NH:15]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 9321HydrazineHCID 665895481-(2-Bromo-6-fluorophenyl)-2-methylpropan-1-one

Produkt 1

HCID 1784404044-Bromo-3-isopropyl-1H-indazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of 1-(2-bromo-6-fluoro-phenyl)-2-methyl-propan-1-one (1.1 g, 4.5 mmol) and anhydrous hydrazine (0.17 mL, 5.4 mmol) in ethylene glycol (10 mL) is heated for 16 h at 160° C. Water is added and the mixture is extracted with CH2Cl2. The combined extracts are dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography to yield 4-bromo-3-isopropyl-1H-indazole. 1H NMR (CDCl3) 10.1 (br s, 1H), 7.38 (d, 1H), 7.32 (d, 1H), 7.17 (t, 1H), 3.99 (m, 1H), 1.43 (d, 6H).

Aufarbeitung

  1. extractionthe mixture is extracted with CH2Cl2
  2. dry with materialThe combined extracts are dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bffe12baf6aa4176a42d9ae1327c714c
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129395B2

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