Hydrochloric Acid → HCID 66835233, Verbindung

HRID 2275276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2275276
[CH3:1][C:2]1([CH3:31])[O:6][C@@H:5]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]3[C:24](=[O:25])[C:23]4[C:22]5[C:17](=[CH:18][C:19]([C:26]#[N:27])=[CH:20][CH:21]=5)[NH:16][C:15]=4[C:14]([CH3:29])([CH3:28])[C:13]=3[CH:30]=2)[CH2:4][O:3]1.[Cl-].[NH4+].[N-:34]=[N+:35]=[N-:36].[Na+].Cl>CN(C=O)C>[CH3:1][C:2]1([CH3:31])[O:6][C@@H:5]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]3[C:24](=[O:25])[C:23]4[C:22]5[C:17](=[CH:18][C:19]([C:26]6[N:34]=[N:35][NH:36][N:27]=6)=[CH:20][CH:21]=5)[NH:16][C:15]=4[C:14]([CH3:29])([CH3:28])[C:13]=3[CH:30]=2)[CH2:4][O:3]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium Azide2×HCID 66834868HCID 66834868, Verbindung

Produkt 1

HCID 66835233HCID 66835233, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

8-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl methoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (20.0 mg, 0.048 mmol), ammonium chloride (1.28 mg, 0.024 mmol) and NaN3 (6.24 mg, 0.096 mmol) were dissolved in DMF, and the mixture was stirred at 120° C. for 14 hrs. NaN3 (6.24 mg, 0.096 mmol) was further added to the mixture, which was then stirred at 120° C. for 30 hrs. The reaction solution was added with 1 N aqueous solution of hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine and concentrated under reduced pressure. The resultant solid obtained after concentration was washed with hexane:ethyl acetate=1:1 to obtain 8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl methoxy)-6,6-dimethyl-3-(2H-tetrazol-5-yl)-5,6-dihydro-benzo[b]carbazol-11-one as a white solid.

Aufarbeitung

  1. stirringwas then stirred at 120° C. for 30 hrs
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. concentrationconcentrated under reduced pressure
  5. customThe resultant solid obtained
  6. concentrationafter concentration
  7. washwas washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-fd3de1ce8cbb4cc3b70ceb3ef8ebe905
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126931B2

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