4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde → 1-(4-Methylamino-2-methylsulfanyl-pyrimidin-5-yl)-ethanol

HRID 1247651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1247651
[CH3:1][NH:2][C:3]1[C:8]([CH:9]=[O:10])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1.[CH3:13][Mg]Br>C1COCC1.CCOCC>[CH3:1][NH:2][C:3]1[C:8]([CH:9]([OH:10])[CH3:13])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1

Komponenten

5

Edukt 2

HCID 106075204-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehydeHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 219089781-(4-Methylamino-2-methylsulfanyl-pyrimidin-5-yl)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1.5 g 4-Methylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (prepared according to WO 00/24744) were dissolved in 30 mL THF. 14 mL of a 1.4 M solution of methyl magnesium bromide in ether were added drop-wise below 5° C. After stirring for 1 hr at 0° C., another 14 mL Grignard solution were added within 30 min. Stirring was continued for 30 min at 0° C. and finally at RT for 25 hrs. The mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate.

Aufarbeitung

  1. additionanother 14 mL Grignard solution were added within 30 min
  2. stirringStirring
  3. waitwas continued for 30 min at 0° C. and finally at RT for 25 hrs
  4. customThe mixture was quenched with saturated ammonium chloride solution
  5. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-28015d3f512f4801bacb1890b0d63d0f
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129351B2

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