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Potassium tert-butoxide → 3-(2-Ethoxy-pyridin-4-yl)-5-nitro-1-trityl-1H-indazole

HRID 1020950
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1020950
F[C:2]1[CH:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=3)[N:10]([C:20]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:9]=2)[CH:5]=[CH:4][N:3]=1.[CH3:39][C:40](C)([O-:42])C.[K+]>CCO>[CH2:40]([O:42][C:2]1[CH:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=3)[N:10]([C:20]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:9]=2)[CH:5]=[CH:4][N:3]=1)[CH3:39]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 583719213-(2-fluoro-pyridin-4-yl)-5-nitro-1-trityl-1H-indazole

Produkt 1

HCID 673446593-(2-Ethoxy-pyridin-4-yl)-5-nitro-1-trityl-1H-indazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a 150 mL pressure vessel, to the stirred solution of 3-(2-Fluoro-pyridin-4-yl)-5-nitro-1-trityl-1H-indazole 3BV (2.0 g, 4.0 mmole) in anhydrous EtOH (40 mL), solid potassium tert-butoxide (12 g, 10.0 mmole) was added under dry N2 gas. The pressure vessel was tightly sealed and heated at 80° C. for 24 hours. The pressure vessel was cooled to 0° C. in ice-bath before opening. The contents of the pressure vessel were transferred to 250 mL RBF and concentrated to a small volume. The resulting mixture was partitioned between EtOAc and H2O. The organic phase was separated, washed with saturated NaCl solution and dried over MgSO4. The solvent was evaporated to dryness to give a crude solid 11BV (1.5 g, 71%).

Aufarbeitung

  1. customThe pressure vessel was tightly sealed
  2. temperatureThe pressure vessel was cooled to 0° C. in ice-bath
  3. concentrationconcentrated to a small volume
  4. customThe resulting mixture was partitioned between EtOAc and H2O
  5. customThe organic phase was separated
  6. washwashed with saturated NaCl solution
  7. dry with materialdried over MgSO4
  8. customThe solvent was evaporated to dryness
  9. customto give a crude solid 11BV (1.5 g, 71%)

Quellen und Nachweise

ORD-Eintrag
ord-6be5afdf538747fc84dfb3bf78e267f8
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08716483B2

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