Potassium tert-butoxide → 2-Isopropyl-6-nitro-1H-indole

HRID 40119Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 40119
[CH3:1][CH:2]([CH3:20])[C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[NH:14]C(=O)CCC.CC([O-])(C)C.[K+]>CN1C(=O)CCC1.CCOC(C)=O>[CH:2]([C:3]1[NH:14][C:6]2[C:5]([CH:4]=1)=[CH:10][CH:9]=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=2)([CH3:20])[CH3:1]

Komponenten

5

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 59762443N-(2-(3-Methylbut-1-ynyl)-5-nitrophenyl)butyramide2×

Produkt 1

HCID 597623802-Isopropyl-6-nitro-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of N-(2-(3-methylbut-1-ynyl)-5-nitrophenyl)butyramide (Compound 119, 900 mg, 3.29 mmol) in NMP (10 ml) was added KOt-Bu (552 mg, 4.94 mmol) and the mixture was stirred at 70° C. for 16 h, cooled to room temperature, diluted with EtOAc, washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes) to yield the title compound.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-9930116e41c24842af7e9236d560efb7
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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