Water → 2-Bromo-6-(2,2-difluoro-cyclopropylmethoxy)-pyridine

HRID 40511

Reaktionsgleichung

Reaktionsgleichung von HRID 40511
[F:1][C:2]1([F:7])[CH2:4][CH:3]1[CH2:5][OH:6].[H-].[Na+].[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13](F)[N:12]=1.O>O1CCOCC1.CN(C=O)C>[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:6][CH2:5][CH:3]2[CH2:4][C:2]2([F:7])[F:1])[N:12]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 6394382-Bromo-6-fluoropyridineHCID 2761401(2,2-Difluorocyclopropyl)methanol

Produkt 1

HCID 866890142-Bromo-6-(2,2-difluoro-cyclopropylmethoxy)-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To 307 mg (2.84 mmol) (2,2-difluorocyclopropyl)methanol in 1,4-dioxane (10 mL) is added 69 mg (2.84 mmol) sodium hydride and 500 mg (2.84 mmol) 2-bromo-6-fluoropyridine. The mixture is stirred for 2 h at 90° C. Water and DMF are added and the mixture is filtered and concentrated in vacuo. The residue is purified by HPLC (C18 RP Sunfire, acetonitrile/water (+0.1% TFA)) to yield the desired product.

Aufarbeitung

  1. filtrationthe mixture is filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue is purified by HPLC (C18 RP Sunfire, acetonitrile/water (+0.1% TFA))

Quellen und Nachweise

ORD-Eintrag
ord-8d611a51858c41169343e7666344cf94
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530461B2

Verknüpfte Notizen

Wird geladen…