Ammonium thiocyanate → 6-tert-butyl-5-thiocyanato-1H-indole-2-carboxylic acid ethyl ester

HRID 1859570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1859570
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:9]=2)=[O:5])[CH3:2].[S-:19][C:20]#[N:21].[NH4+].BrBr>CO>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([S:19][C:20]#[N:21])=[C:10]([C:15]([CH3:17])([CH3:16])[CH3:18])[CH:9]=2)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 15666Ammonium thiocyanateHCID 24408BromineHCID 43415424Ethyl 6-(tert-Butyl)indole-2-carboxylate

Produkt 1

HCID 225727726-tert-butyl-5-thiocyanato-1H-indole-2-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The title compound was prepared according to General Method 13 using 6-tert-butyl-1H-indole-2-carboxylic acid ethyl ester (prepared in Example YY; 3.5 g, 14 mmol), ammonium thiocyanate (1.63 g, 21.4 mmol), bromine (3.42 g, 21.4 mmol), and MeOH (50 mL). The crude product was purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents). MS(APCI): 301 (M−H).

Aufarbeitung

  1. customThe crude product was purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents)

Quellen und Nachweise

ORD-Eintrag
ord-67f9ba560efb49dfb331dcb3ac2b4532
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06528510B1

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