Hydrochloric Acid → 4-(4-Amino-3-fluorophenoxy)pyridin-2-amine

HRID 1670301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1670301
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15]C(=O)C(C)(C)C)=[C:11]([F:22])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.Cl>CO>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH2:1])[CH:7]=2)=[CH:10][C:11]=1[F:22]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59852964N-(4-(2-aminopyridin-4-yloxy)-2-fluorophenyl)pivalamide

Produkt 1

HCID 71470884-(4-Amino-3-fluorophenoxy)pyridin-2-amineAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of N-(4-(2-aminopyridin-4-yloxy)-2-fluorophenyl)pivalamide (70 mg, 0.23 mmol) in 3 mL of MeOH was added 2 mL of 6 N HCl. The mixture was then heated at reflux for 48 h. After cooling down, the solvent was removed under reduced pressure and the residue was purified by solid extraction (Waters Oasis MCX extraction cartridge) to give 4-(4-amino-3-fluorophenoxy)pyridin-2-amine (27 mg, 54% yield). MS (ESI+): m/z 220.21 (M+H)+.

Aufarbeitung

  1. temperatureThe mixture was then heated
  2. temperatureat reflux for 48 h
  3. temperatureAfter cooling down
  4. customthe solvent was removed under reduced pressure
  5. customthe residue was purified by solid extraction (Waters Oasis MCX extraction cartridge)

Quellen und Nachweise

ORD-Eintrag
ord-e5ecf470d9584b09b020e63669641102
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989477B2

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