Stannous chloride dihydrate → 2,5-Dimorpholinopyridin-3-amine

HRID 1431380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1431380
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([N+:19]([O-])=O)[C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[N:11][CH:12]=2)[CH2:3][CH2:2]1.O.O.[Sn](Cl)Cl>CCOC(C)=O>[O:16]1[CH2:17][CH2:18][N:13]([C:10]2[C:9]([NH2:19])=[CH:8][C:7]([N:4]3[CH2:3][CH2:2][O:1][CH2:6][CH2:5]3)=[CH:12][N:11]=2)[CH2:14][CH2:15]1

Komponenten

4

Edukt 2

HCID 61436Stannous chloride dihydrateHCID 596312774-(5-Morpholino-3-nitropyridin-2-yl)morpholine

Produkt 1

HCID 596310462,5-Dimorpholinopyridin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirring solution of 4-(5-morpholino-3-nitropyridin-2-yl)morpholine (1.22 g, 4.15 mmol; described herein) and EtOAc (50 mL) was added tin(II) chloride dihydrate (4.52 g, 20.7 mmol). The mixture was stirred at rt for ten min, refluxed for 2 h, and then cooled to rt. A solid was removed by filtration and both this and the EtOAc solution were washed with water and brine. The combined aq. portions were basified with 1M NaOH and the product extracted with EtOAc, dried (magnesium sulfate), and concentrated, affording 2,5-dimorpholinopyridin-3-amine as a beige solid. Mass Spectrum (ESI) m/e=265.2 (M+1).

Aufarbeitung

  1. temperaturerefluxed for 2 h
  2. temperaturecooled to rt
  3. customA solid was removed by filtration
  4. washboth this and the EtOAc solution were washed with water and brine
  5. extractionthe product extracted with EtOAc
  6. dry with materialdried (magnesium sulfate)
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-516f140b145f4443ae1f13c87e1c22fa
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08940724B2

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