Dimethylformamide → HCID 86667368, Verbindung

HRID 334150Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 334150
CNC([C:5]1[NH:6][C:7]2[C:12]([N:13]=1)=[C:11]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)[N:10]=[C:9]([Cl:20])[N:8]=2)=O.[C:21](=O)([O-])[O-].[Cs+].[Cs+].[CH3:27][N:28]([CH:30]=[O:31])[CH3:29]>O>[Cl:20][C:9]1[N:10]=[C:11]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[C:12]2[N:13]=[C:5]3[N:6]([C:7]=2[N:8]=1)[CH2:21][CH2:27][N:28]([CH3:29])[C:30]3=[O:31]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 178485563HCID 178485563, Verbindung

Produkt 1

HCID 86667368HCID 86667368, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 2-chloro-6-morpholin-4-yl-9H-purine-8-carboxylic acid methylamide (56 mg, 0.19 mmol) 1,2-dibromoethane (0.058 mL, 0.68 mmol) and cesium carbonate (0.25 g, 0.76 mmol) in DMF (2 mL) was heated at 100° C. for 2 h, then cooled, diluted with water and extracted five times with ethyl acetate. The combined extracts were dried (Na2SO4) and concentrated in vacuo. The resulting residue was triturated twice with diethyl ether and the solid was dried under vacuum to give 3-Chloro-7-methyl-1-morpholin-4-yl-6,7-dihydro-5H-2,4,4b,7,9-pentaaza-fluoren-8-one (47 mg, 77%). LCMS RT=2.36, [M+H]+=323/32

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted five times with ethyl acetate
  3. dry with materialThe combined extracts were dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was triturated twice with diethyl ether
  6. customthe solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8f559a29159f4a94bfa4beccf6228985
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883799B2

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