Potassium Carbonate → HCID 178437119, Verbindung

HRID 577182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 577182
[CH3:1][C:2]1[N:7]=[C:6]([SH:8])[N:5]=[C:4]([OH:9])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][C:19]=1[CH2:24][CH3:25]>CN(C=O)C>[CH2:24]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][C:18]=1[CH2:17][S:8][C:6]1[N:5]=[C:4]([OH:9])[CH:3]=[C:2]([CH3:1])[N:7]=1)[CH3:25]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 595893414-(Bromomethyl)-3-ethylpyridineHCID 178429541HCID 178429541, Verbindung

Produkt 1

HCID 178437119HCID 178437119, VerbindungAusbeute 7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

6-methyl-2-sulfanylpyrimidin-4-ol (686 mg, 4.8 mmol) was dissolved in anhydrous DMF (30 mL), and then potassium carbonate (2.0 g, 14.5 mmol) and 4-(bromomethyl)-3-ethylpyridine (5.8 mmol) in DMF (10 mL) were added. The mixture was stirred for 2.5 hours at room temperature. The solid was removed by filtration and washed with methanol, and the filtrate was evaporated. The residue was dissolved in DCM/MeOH and purified on silica gel using 3-12% DCM/MeOH to afford 2-{[(3-ethylpyridin-4-yl)methyl]sulfanyl)-6-methylpyrimidin-4-ol (88 mg, 6% yield for 3 steps).

Aufarbeitung

  1. customThe solid was removed by filtration
  2. washwashed with methanol
  3. customthe filtrate was evaporated
  4. dissolutionThe residue was dissolved in DCM/MeOH
  5. custompurified on silica gel using 3-12% DCM/MeOH

Quellen und Nachweise

ORD-Eintrag
ord-e59485fd3484468eb3995bb7f22b9031
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040538B2

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