Iodoethane → 4-Chloro-7-ethyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

HRID 2116461

Reaktionsgleichung

Reaktionsgleichung von HRID 2116461
[H-].[Na+].[Cl:3][C:4]1[C:5]2[CH:14]=[CH:13][NH:12][C:6]=2[N:7]=[C:8]([S:10][CH3:11])[N:9]=1.[CH2:15](I)[CH3:16]>CN(C)C=O>[Cl:3][C:4]1[C:5]2[CH:14]=[CH:13][N:12]([CH2:15][CH3:16])[C:6]=2[N:7]=[C:8]([S:10][CH3:11])[N:9]=1

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 53244144-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 859081894-Chloro-7-ethyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydride (0.44 g, 60% dispersion in oil) was added portionwise to a stirred solution of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (2 g) in N,N-dimethylformamide (30 ml) at 0° C. After 0.75 h, ethyl iodide (0.88 ml) was added, the mixture stirred for 2 h, quenched with water and partitioned between ethyl acetate and brine. The organics were washed with water, dried (MgSO4), evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 15% ethyl acetate in isohexane. Yield 1.98 g

Aufarbeitung

  1. customquenched with water
  2. custompartitioned between ethyl acetate and brine
  3. washThe organics were washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customthe residue purified by chromatography on silica eluting with 15% ethyl acetate in isohexane

Quellen und Nachweise

ORD-Eintrag
ord-863f109b2823438793626974aaa0fe92
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07439240B2

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