4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol → 4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde

HRID 1393958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1393958
[OH:1][C@@H:2]([CH3:15])[CH2:3][NH:4][C:5]1[C:10]([CH2:11][OH:12])=[CH:9][N:8]=[C:7]([S:13][CH3:14])[N:6]=1>[O-2].[O-2].[Mn+4].ClCCl>[OH:1][C@@H:2]([CH3:15])[CH2:3][NH:4][C:5]1[C:10]([CH:11]=[O:12])=[CH:9][N:8]=[C:7]([S:13][CH3:14])[N:6]=1

Komponenten

4

Edukt 1

HCID 596814384-((S)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol

Produkt 1

HCID 596814334-((S)-2-hydroxy-propylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehydeAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol (26 g, 100 mmol) and 1 L of dichloromethane were combined with stirring and treated with manganese dioxide (102 g, 1 mol). The resulting suspension was stirred for 24 hours and then filtered through celite. The filter residue was washed with dichloromethane (100 mL) and the combined filtrate and washings were evaporated under reduced pressure to give 16.5 g of the 4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde as a white solid.

Aufarbeitung

  1. stirringThe resulting suspension was stirred for 24 hours
  2. filtrationfiltered through celite
  3. washThe filter residue was washed with dichloromethane (100 mL)
  4. customthe combined filtrate and washings were evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-07188671ee42425285bd561d0068b13e
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348331B2

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