Sodium Hydroxide → 6-[(Pyridin-2-yl)methoxy]pyridin-3-amine

HRID 427722Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 427722
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:8][CH:9]=1)([O-])=O.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C.Cl.O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:8][CH:9]=1

Komponenten

7

Edukt 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 183577252-(Pyridin-2-ylmethoxy)-5-nitropyridine

Produkt 1

HCID 154477886-[(Pyridin-2-yl)methoxy]pyridin-3-amineAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

5-Nitro-2-(pyridin-2-ylmethyloxy)pyridine (D1, 2.0 g, 0.0087 mole) in ethanol (70 ml) was treated with tin (II) chloride (8.3 g, 0.044 mole) in conc. HCl (15 ml). The mixture was heated to 50° C. for 0.5 hour. After cooling to room temperature, the mixture was diluted with water, basified with 10% aqueous sodium hydroxide solution, extracted into ethyl acetate, dried (Na2SO4) and evaporated in vacuo to afford the title compound (1.36 g, 78%) as a brown oil.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. extractionextracted into ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-19bdabcaa6ba44608332a5b83fb7d5f1
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313145B1

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