Water → 4-ethoxy-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

HRID 1396136Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1396136
[CH2:1]([O:3][C:4]1[C:5]2[CH:12]=[CH:11][NH:10][C:6]=2[N:7]=[CH:8][N:9]=1)[CH3:2].CN(C)C=O.[I:18]N1C(=O)CCC1=O.O>ClCCl>[CH2:1]([O:3][C:4]1[C:5]2[C:12]([I:18])=[CH:11][NH:10][C:6]=2[N:7]=[CH:8][N:9]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 120273N-IodosuccinimideHCID 579632454-ethoxy-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 584858444-ethoxy-5-iodo-7H-pyrrolo[2,3-d]pyrimidineAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 4-ethoxy-7H-pyrrolo[2,3-d]pyrimidine (11, 1.60 g, 9.8 mmol) in 50.0 mL of dichloromethane, N,N-dimethylformamide (2.0 mL, 26 mmol) and N-iodosuccinimide (2.40 g, 10.7 mmol) are added and the reaction stirred at room temperature for 2 hours. The reaction is poured into water and extracted with ethyl acetate. The organic layer is dried with sodium sulfate, filtered and the filtrate concentrated under vacuum to provide the desired compound (12, 2.70 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer is dried with sodium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-61521db4c0584885bcec8006230888f5
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901118B2

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