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

HRID 2353305Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2353305
[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-2cacce34121d4f1fbb7b6077cb8c889b
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750016B2

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