2,5-Dibromopyridine → 5-Bromo-2-(2,6-difluorobenzyl)pyridine

HRID 1454975Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1454975
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[Br-].[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:12]=1[CH2:13][Zn+]>C1COCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([CH2:13][C:12]2[C:11]([F:10])=[CH:18][CH:17]=[CH:16][C:15]=2[F:19])=[N:3][CH:4]=1

Komponenten

5

Edukt 2

HCID 693532,5-DibromopyridineHCID 178505728HCID 178505728, Verbindung

Produkt 1

HCID 575312355-Bromo-2-(2,6-difluorobenzyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2,5-dibromopyridine (10 g) in THF was added Tetrakis (2.2 g) and 2,6-difluorobenzylzinc bromide (126 mL, 63 mmol). The reaction was heated to reflux until reaction was complete by TLC. The reaction was cooled to room temperature, filtered through celite, and concentrated in vacuo. The title compound was purified by silica gel (Hexanes/methylene chloride).

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux until reaction
  3. filtrationfiltered through celite
  4. concentrationconcentrated in vacuo
  5. customThe title compound was purified by silica gel (Hexanes/methylene chloride)

Quellen und Nachweise

ORD-Eintrag
ord-32d5028e2bcb45509fcf0f3760b78004
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07482345B2

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