HCID 57736454, Verbindung → 6-(Difluoromethyl)pyridin-3-amine

HRID 1641765Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1641765
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][C:11]([CH:14]([F:16])[F:15])=[CH:12][CH:13]=1)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[F:15][CH:14]([F:16])[C:11]1[N:10]=[CH:9][C:8]([NH2:7])=[CH:13][CH:12]=1

Komponenten

4

Edukt 1

HCID 57736454HCID 57736454, Verbindung

Produkt 1

HCID 552816746-(Difluoromethyl)pyridin-3-amineAusbeute 82,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl[6-(difluoromethyl)pyridin-3-yl]carbamate (1.11 g, 4.54 mmol) in dichloromethane (8 ml), trifluoroacetic acid (8 ml) was added at room temperature. The reaction mixture was stirred for 5 hours at the same temperature, and then was concentrated under reduced pressure. Dichloromethane and saturated aqueous sodium hydrogencarbonate were added to the resulting residue. The organic layer was taken, and the organic layer was dried over anhydrous sodium sulfate and filtered. Subsequently, the filtrate was concentrated under reduced pressure. The resulting residue was subjected to flash silica gel chromatography, and the fraction obtained from an elution with hexane:ethyl acetate=2:1 was concentrated under reduced pressure to obtain the title compound (540 mg, 3.75 mmol, 82%) as a pale green oily substance.

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure
  2. additionDichloromethane and saturated aqueous sodium hydrogencarbonate were added to the resulting residue
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationSubsequently, the filtrate was concentrated under reduced pressure
  6. customthe fraction obtained from an elution with hexane
  7. concentrationethyl acetate=2:1 was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-34fdfdc303ef4dff9a9624d71868562e
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114886B2

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