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Potassium tert-butoxide → HCID 90093877, Verbindung

HRID 1753073
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1753073
[CH3:1][O:2][C:3](=[O:17])[CH:4]([N:6]1[C:14]2[C:13]([F:15])=[CH:12][N:11]=[CH:10][C:9]=2[C:8]([I:16])=[CH:7]1)[CH3:5].[CH3:18]C(C)([O-])C.[K+]>C1COCC1>[CH3:1][O:2][C:3](=[O:17])[C:4]([N:6]1[C:14]2[C:13]([F:15])=[CH:12][N:11]=[CH:10][C:9]=2[C:8]([I:16])=[CH:7]1)([CH3:18])[CH3:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 90093829HCID 90093829, Verbindung

Produkt 1

HCID 90093877HCID 90093877, VerbindungAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(7-fluoro-3-iodo-pyrrolo[3,2-c]pyridin-1-yl)-propionic acid methyl ester (8 g, 22.98 mmol) in dry THF (80 mL) was added Mel (1.85 mL, 29.87 mmol) and the flask was placed in a water bath. Potassium tert-butoxide (1M in THF, 29.87 mL, 29.87 mmol) was added over 10 minutes and the mixture was stirred for an additional 10 minutes. Then reaction was quenched with water and few drops of 0.2M HCl and then diluted with EtOAc. The organic layer was washed with water, brine, dried over sodium sulphate and evaporated in vacuo. The crude material was purified by silica gel column chromatography eluting with 0-20% EtOAc in Hexane to afford the title compound as light yellow solid (78%, 6.5 g).

Aufarbeitung

  1. customthe flask was placed in a water bath
  2. customThen reaction
  3. customwas quenched with water and few drops of 0.2M HCl
  4. additiondiluted with EtOAc
  5. washThe organic layer was washed with water, brine
  6. dry with materialdried over sodium sulphate
  7. customevaporated in vacuo
  8. customThe crude material was purified by silica gel column chromatography
  9. washeluting with 0-20% EtOAc in Hexane

Quellen und Nachweise

ORD-Eintrag
ord-f9ced9c313524f8589b1c4728084a1fc
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09163021B2

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