Trifluoromethanesulfonic anhydride → Pyridin-4-yl trifluoromethanesulfonate

HRID 2209094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2209094
C[Si](C)(C)CCOCN1C=C([C:12]2[CH:17]=[C:16]([OH:18])[CH:15]=[CH:14][N:13]=2)C=N1.[O:21](S(C(F)(F)F)(=O)=O)[S:22]([C:25]([F:28])([F:27])[F:26])(=O)=[O:23]>C(Cl)Cl>[F:26][C:25]([F:28])([F:27])[S:22]([O:18][C:16]1[CH:15]=[CH:14][N:13]=[CH:12][CH:17]=1)(=[O:23])=[O:21]

Komponenten

4

Edukt 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 178504229HCID 178504229, Verbindung

Produkt 1

HCID 18424478Pyridin-4-yl trifluoromethanesulfonateAusbeute 123,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To solution of 2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)pyridin-4-ol (0.67 g, 2 mmol) in DCM was added TEA (0.69 g, 7 mmol) and the mixture was stirred at OC, (Tf)2O (0.843 g, 3 mmol) was added slowly. The resulting reaction mixture was steered at r.t. for one hour. Solvent was removed under vacuo. And the residue was purified by silicone gel column to afford 2414(2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)pyridin-4-yl trifluoromethanesulfonate (0.56 g, 58%) LCMS-ESI+ (m/z): [M+H]+ calcd. for C26H30N5O3: 424.48; found: 424.05.

Aufarbeitung

  1. additionwas added slowly
  2. customThe resulting reaction mixture
  3. customSolvent was removed under vacuo
  4. customAnd the residue was purified by silicone gel column

Quellen und Nachweise

ORD-Eintrag
ord-f56aa9bd71e64ea78772f7fc41e78be0
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376441B2

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