Water → HCID 86677998, Verbindung

HRID 246603Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 246603
[Br:1][C:2]1[N:7]=[C:6]2[C:8]([C:11]([OH:13])=O)=[CH:9][NH:10][C:5]2=[N:4][CH:3]=1.[Si:14]([O:21][CH2:22][C:23]([CH3:26])([NH2:25])[CH3:24])([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].CCN=C=NCCCN(C)C.O>CN(C1C=CN=CC=1)C.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]2[C:8]([C:11]([NH:25][C:23]([CH3:26])([CH3:24])[CH2:22][O:21][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:16])=[O:13])=[CH:9][NH:10][C:5]2=[N:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 148067402-tert-Butyldimethylsilyloxy-1,1-dimethylethylamineHCID 866778972-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid

Produkt 1

HCID 86677998HCID 86677998, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid (310 mg, 1.28 mmol), 1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-amine (390 mg, 1.92 mmol), EDCI (489 mg, 2.56 mmol) and DMAP (312 mg, 2.56 mmol) in 5 mL of DMF was stirred at room temperature for 16 hours. Then the mixture was poured into water and extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine and dried over Na2SO4. After filtration and concentration, the residue was used in the next step without further treatment. MS: (M+H)+=427.1.

Aufarbeitung

  1. extractionextracted with EtOAc (3×10 mL)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-16373a3cf1384e9ea068ab3c8c72a427
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658646B2

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