N-bromobutanimide → HCID 178471818, Verbindung

HRID 2378690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2378690
[C:1]([O:4][CH2:5][C:6]1[C:14]([CH2:15][C@@H:16]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][C:12]([Br:28])=[C:11]2[C:7]=1[CH:8]=[N:9][NH:10]2)(=[O:3])[CH3:2].[Br:29]N1C(=O)CCC1=O>ClCCl>[C:1]([O:4][CH2:5][C:6]1[C:14]([CH2:15][C@@H:16]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][C:12]([Br:28])=[C:11]2[C:7]=1[C:8]([Br:29])=[N:9][NH:10]2)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 59731854(S)-Diethyl 2-((4-(acetoxymethyl)-7-bromo-1H-indazol-5-yl)methyl)succinate

Produkt 1

HCID 178471818HCID 178471818, VerbindungAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(S)-Diethyl 2-((4-(acetoxymethyl)-7-bromo-1H-indazol-5-yl)methyl)succinate (555 mg, 1.219 mmol) was dissolved in dichloromethane (20 mL). N-Bromosuccinimide (250 mg, 1.405 mmol) was added to the mixture followed by a small amount of silica gel. Reaction stirred at room temperature for 1 hour. Mixture was concentrated some by roto-vap. Silica gel chromatography eluting ethyl acetate-hexanes afforded the title compound as clear colorless oil in 84% yield. MS (M−H)−=533.1, 531.2, 535.1.

Aufarbeitung

  1. customReaction
  2. concentrationMixture was concentrated some by roto-vap
  3. washSilica gel chromatography eluting ethyl acetate-hexanes

Quellen und Nachweise

ORD-Eintrag
ord-e821a8b9869a4de0bde8ba9fe27284ce
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07470679B2

Notizen zur Reaktion

Wird geladen…