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HCID 136400717, Verbindung → N-(5-Iodo-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide

HRID 598184
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 598184
[I:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([NH:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])=[N:6][C:5]=2[N:4]([CH3:19])[C:3]=1I>C(O)(=O)C.O.[Zn]>[I:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([NH:12][C:13](=[O:18])[C:14]([CH3:15])([CH3:17])[CH3:16])=[N:6][C:5]=2[N:4]([CH3:19])[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 1

HCID 136400717HCID 136400717, Verbindung

Produkt 1

HCID 136400716N-(5-Iodo-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysator2×HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a suspension of N-(5,6-diiodo-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (941 mg, 1.88 mmol) in acetic acid (9 ml) and water (2 ml) was added zinc powder (246 mg, 3.76 mmol), and the mixture was stirred at room temperature for 1 day. After addition of zinc (123 mg, 1.88 mmol), the mixture was stirred at room temperature for 1 day. The reaction mixture was diluted with water and stirred at 0° C. for 2 hours. The resulting crystals were collected by filtration, washed with water and dissolved in tetrahydrofuran. The solution was filtrated, and the filtrate was concentrated in vacuo. The residue was washed with diiopropyl ether to give 545 mg (78%) of the title compound.

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 1 day
  2. stirringstirred at 0° C. for 2 hours
  3. filtrationThe resulting crystals were collected by filtration
  4. washwashed with water
  5. dissolutiondissolved in tetrahydrofuran
  6. filtrationThe solution was filtrated
  7. concentrationthe filtrate was concentrated in vacuo
  8. washThe residue was washed with diiopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-cc001a87d7ce4ae3b050054372b96f01
Quelldatensatz
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07897607B2

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