(4-Benzenesulphonyl-6-bromopyridin-2-yl)-methylamine → (4-Benzenesulphonylpyridin-2-yl)-methylamine

HRID 1603550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1603550
[C:1]1([S:7]([C:10]2[CH:15]=[C:14](Br)[N:13]=[C:12]([NH:17][CH3:18])[CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][N:13]=[C:12]([NH:17][CH3:18])[CH:11]=2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 1

HCID 15410397(4-Benzenesulphonyl-6-bromopyridin-2-yl)-methylamine

Produkt 1

HCID 15410398(4-Benzenesulphonylpyridin-2-yl)-methylamineAusbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

0.09 g (0.000275 mol) of (4-benzenesulphonyl-6-bromopyridin-2-yl)-methylamine was dissolved in 7 ml of ethanol, treated with 0.009 g of Pd/C (10%) and hydrogenated under normal pressure for 18 hrs. Thereafter, the catalyst was filtered off, the solvent was removed and the residue was partitioned in ethyl acetate and saturated bicarbonate solution. The organic phase was washed with sat. sodium chloride solution and dried over MgSO4. After removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3. There was obtained 0.025 g (37%) of (4-benzenesulphonylpyridin-2-yl)-methylamine as beige crystals; m.p.: 142-143° C.

Aufarbeitung

  1. filtrationThereafter, the catalyst was filtered off
  2. customthe solvent was removed
  3. customthe residue was partitioned in ethyl acetate
  4. washThe organic phase was washed with sat. sodium chloride solution
  5. dry with materialdried over MgSO4
  6. customAfter removal of the solvent the residue
  7. customwas chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3

Quellen und Nachweise

ORD-Eintrag
ord-512af824325540de941a68cc448b03dc
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05990105

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