N-bromobutanimide → 2-benzylamino-8-bromo-9-ethyl-9H-purin-6-ylamine

HRID 457695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 457695
[CH2:1]([NH:8][C:9]1[N:17]=[C:16]2[C:12]([N:13]=[CH:14][N:15]2[CH2:18][CH3:19])=[C:11]([NH2:20])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:21]N1C(=O)CCC1=O>CN(C=O)C>[CH2:1]([NH:8][C:9]1[N:17]=[C:16]2[C:12]([N:13]=[C:14]([Br:21])[N:15]2[CH2:18][CH3:19])=[C:11]([NH2:20])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 11471166HCID 11471166, Verbindung

Produkt 1

HCID 98630752-benzylamino-8-bromo-9-ethyl-9H-purin-6-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-benzylamino-9-ethyl-9H-purin-6-ylamine (1.0 mmol), a compound of formula (4), in 10 mL of dry DMF was added N-bromosuccinimide (267 mg, 1.5 mmol). The reaction mixture was stirred at room temperature for 1 hour. The solvent was then removed in vacuo and the residue partitioned between water and chloroform. The organic layer was washed with 1N sodium hydroxide, dried (Na2SO4), filtered, and the filtrate concentrated in vacuo. The residue was chromatographed on a silica gel column, eluting with chloroform/methanol; (98/2), to give 2-benzylamino-8-bromo-9-ethyl-9H-purin-6-ylamine as a chromatographically pure solid.

Aufarbeitung

  1. customThe solvent was then removed in vacuo
  2. customthe residue partitioned between water and chloroform
  3. washThe organic layer was washed with 1N sodium hydroxide
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated in vacuo
  7. customThe residue was chromatographed on a silica gel column
  8. washeluting with chloroform/methanol

Quellen und Nachweise

ORD-Eintrag
ord-de809e1a6f4f49b19078eba5b834587e
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07189730B2

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