Hydrochloric Acid → 5-Fluoro-2,3-pyridinediamine

HRID 271891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 271891
Cl.[N:2]([C:5]1[C:6]([NH2:12])=[N:7][CH:8]=[C:9]([F:11])[CH:10]=1)=[N+]=[N-].C(=O)([O-])[O-]>O1CCCC1>[F:11][C:9]1[CH:10]=[C:5]([NH2:2])[C:6]([NH2:12])=[N:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 19660Carbonate IonHCID 222932423-Azido-5-fluoropyridin-2-amine

Produkt 1

HCID 222931555-Fluoro-2,3-pyridinediamineAusbeute 92,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The HCl salt of 3-azido-5-fluoropyridin-2-amine (1.90 g, 10.0 mmol) was dissolved in tetrahydrofuran (100 mL) and treated with MP-Carbonate (Argonaut, 11.5 g). After 1 h, the mixture was filtered, rinsed with more tetrahydrofuran, and concentrated. This residue was dissolved in ethanol (50 mL), purged with argon, and 10% palladium on carbon was added (0.15 g). Hydrogen was introduced (1 atm) and the reaction stirred until complete. The catalyst was filtered and the solvent evaporated from the filtrate to give the title compound (1.18 g). MS 128.0 (M+1)

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. washrinsed with more tetrahydrofuran
  3. concentrationconcentrated
  4. dissolutionThis residue was dissolved in ethanol (50 mL)
  5. custompurged with argon, and 10% palladium on carbon
  6. additionwas added (0.15 g)
  7. additionHydrogen was introduced (1 atm)
  8. filtrationThe catalyst was filtered
  9. customthe solvent evaporated from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-00caae43ca374be58b46c1b6e458e84a
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452903B2

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