Hydrochloric Acid → 1-(3,5-Difluoropyridin-2-yl)piperazine

HRID 912808Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912808
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([F:20])=[CH:18][C:17]([F:21])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[F:20][C:19]1[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:15][CH:16]=[C:17]([F:21])[CH:18]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 674014754-(3,5-Difluoro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 451164141-(3,5-Difluoropyridin-2-yl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 4-(3,5-difluoro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester from step (b) above (140 mg, 0.47 mmol) and 4 M solution of HCl in dioxane (1 mL, Aldrich) was stirred at room temperature for 30 h. The solvent was evaporated in vacuo and the residue was dissolved in EtOAc (30 mL). The solution was washed successively with 1 N NaOH (20 mL) and brine (20 mL), dried over MgSO4, filtered, and the solvent was removed in vacuo. The residue was purified by silica gel chromatography, eluting with 10% MeOH in CH2Cl2 to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 200 (M+1).

Aufarbeitung

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in EtOAc (30 mL)
  3. washThe solution was washed successively with 1 N NaOH (20 mL) and brine (20 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvent was removed in vacuo
  7. customThe residue was purified by silica gel chromatography
  8. washeluting with 10% MeOH in CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-148caff5db70420cbb5cc909ada49d15
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026241B2

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