Olprinone → 5-(3-Bromoimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile hydrobromide

HRID 1381669

Reaktionsgleichung

Reaktionsgleichung von HRID 1381669
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([C:10]3[CH:11]=[C:12]([C:18]#[N:19])[C:13](=[O:17])[NH:14][C:15]=3[CH3:16])[CH:7]=[CH:6][C:5]=12.[Br:20]Br>C(O)(=O)C>[BrH:20].[Br:20][C:3]1[N:4]2[CH:9]=[C:8]([C:10]3[CH:11]=[C:12]([C:18]#[N:19])[C:13](=[O:17])[NH:14][C:15]=3[CH3:16])[CH:7]=[CH:6][C:5]2=[N:1][CH:2]=1

Komponenten

4

Edukt 2

HCID 4593OlprinoneHCID 24408Bromine

Produkt 1

HCID 212764285-(3-Bromoimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile hydrobromideAusbeute 155,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

In 10 ml of acetic acid was dissolved 0.3 g of 1,2-dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile. To the solution 0.2 g of bromine was added and the mixture was warmed to 30° C. After cooling, precipitated white crystals were taken by filtration. After washing with ether, the crystals were recrystallized from methanol to obtain 0.4 g of 5-(3-bromoimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile hydrobromide.

Aufarbeitung

  1. temperatureAfter cooling
  2. customprecipitated white crystals
  3. filtrationwere taken by filtration
  4. washAfter washing with ether
  5. customthe crystals were recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-3d7cb9eccec548fe90ce57db5ff6eff6
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04803276

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