Selectfluor → 4-Chloro-5-fluoro-7H-pyrrolo(2,3-d)pyrimidine

HRID 2252710

Reaktionsgleichung

Reaktionsgleichung von HRID 2252710
C[Sn](C)(C)[C:3]1[C:11]2[C:10]([Cl:12])=[N:9][CH:8]=[N:7][C:6]=2[NH:5][CH:4]=1.[F:15][B-](F)(F)F.F[B-](F)(F)F.ClC[N+]12CC[N+](F)(CC1)CC2>CC#N>[F:15][C:3]1[C:11]2[C:10]([Cl:12])=[N:9][CH:8]=[N:7][C:6]=2[NH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 2724933Selectfluor2×HCID 114612365-(Trimethylstannyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 113212244-Chloro-5-fluoro-7H-pyrrolo(2,3-d)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of the compound from Step B (1.97 g, 6.20 mmol) in CH3CN (60 mL) was added [1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)] (SELECTFLUOR® fluorinating reagent) (2.40 g, 6.5 mmol) in one portion and the reaction mixture was stirred at room temperature for 7 h. The white precipitate was filtered off, and the filtrate was evaporated to dryness. The residue was purified over silica gel using ethyl acetate/hexane (3:7) as the eluent. Fractions containing the product were pooled and eveporated in vacuo to give the title compound as a colorless solid.

Aufarbeitung

  1. filtrationThe white precipitate was filtered off
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was purified over silica gel
  4. additionFractions containing the product

Quellen und Nachweise

ORD-Eintrag
ord-72b7a59eb3684225abb22ea91a3f91ee
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07323453B2

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