Tin dichloride dihydrate → 6-Cyclopropyl-5-phenylpyridin-3-amine

HRID 41990

Reaktionsgleichung

Reaktionsgleichung von HRID 41990
[CH:1]1([C:4]2[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][C:7]([N+:16]([O-])=O)=[CH:6][N:5]=2)[CH2:3][CH2:2]1.Cl[Sn]Cl.O>C(O)C>[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([NH2:16])=[CH:8][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 43835034Tin dichloride dihydrateHCID 673947372-Cyclopropyl-5-nitro-3-phenylpyridine

Produkt 1

HCID 584158326-Cyclopropyl-5-phenylpyridin-3-amineAusbeute 57,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-cyclopropyl-5-nitro-3-phenylpyridine (0.25 mmol, 0.06 g) and SnCl2.H2O (0.89 mmol, 0.2 g) in ethanol (2 ml) was heated at 80° C. for 1 hour. The solvent was evaporated and the crude residue was dissolved in water. The solution neutralised with 6N NaOH aqueous solution and extracted with dichloromethane. The solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol mixtures affording 6-cyclopropyl-5-phenylpyridin-3-amine (0.03 g, 57% of yield) of the expected product.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe crude residue was dissolved in water
  3. extractionextracted with dichloromethane
  4. customThe solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol

Quellen und Nachweise

ORD-Eintrag
ord-e2d2246eb6a34499a6fbd94959555ffd
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536165B2

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