trimethylsilyldiazomethane Et2O → 3-Cyano-5-ethyl-1H-pyrrole-2-carboxylic acid methyl ester

HRID 2233825

Reaktionsgleichung

Reaktionsgleichung von HRID 2233825
[C:1]([C:3]1[CH:7]=[C:6]([CH2:8][CH3:9])[NH:5][C:4]=1[C:10]([OH:12])=[O:11])#[N:2].[CH3:13][Si](C=[N+]=[N-])(C)C.CCOCC>C1COCC1>[CH3:13][O:11][C:10]([C:4]1[NH:5][C:6]([CH2:8][CH3:9])=[CH:7][C:3]=1[C:1]#[N:2])=[O:12]

Komponenten

4

Edukt 2

HCID 23159941trimethylsilyldiazomethane Et2OHCID 685798453-Cyano-5-ethyl-1H-pyrrole-2-carboxylic acid2×

Produkt 1

HCID 685798823-Cyano-5-ethyl-1H-pyrrole-2-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-Cyano-5-ethyl-1H-pyrrole-2-carboxylic acid (Intermediate 31) (500 mg) was dissolved in anhydrous THF (5 ml) and cooled to 0° C. (Trimethylsilyl)diazomethane/ether (2 ml) was added. The mixture was stirred at room temperature under nitrogen gas for 1 h. The solvent was removed in vacuo and MeOH was added. The mixture was stirred for a further 15 min, the solvent was removed in vacuo and the solid was dried under vacuum to give the title compound (580 mg).

Aufarbeitung

  1. additionwas added
  2. customThe solvent was removed in vacuo and MeOH
  3. additionwas added
  4. stirringThe mixture was stirred for a further 15 min
  5. customthe solvent was removed in vacuo
  6. customthe solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a5d960cc378b41489494d9ce2201c888
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709503B2

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