Reaktion #2439955

ord-04b5c3118a1a4a27bdb9beb8b36392e0

Reaktionsgleichung

CC(=O)Cl
acetyl chloride
CCn1nc(C)cc1C(=O)Nc1ccc(C(=O)c2ccc3c(c2)C(=CO)C(=O)N3)cc1
5-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one
CCn1nc(C)cc1C(=O)Nc1ccc(C(=O)c2ccc3c(c2)C(=CO)C(=O)N3)cc1
2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-amide
CC(=O)Nc1ccc(C(=O)c2ccc3c(c2)CC(=O)N3)cc1
N-[4-(2-Oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-acetamide
Ausbeute 83.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux for 3 h
  2. 2
    SonstigeThe precipitate that formed
  3. 3
    Filtrationwas filtered
  4. 4
    Waschenwashed with THF

Vorschrift

A dry 25 mL flask was charged with acetyl chloride (0.209 g, 2.67 mmol) and THF (10 mL). 5-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 7, 0.512 g, 2.06 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux for 3 h. The reaction mixture was then allowed to cool to room temperature. The precipitate that formed was filtered and washed with THF affording N-[4-(2-Oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-acetamide (0.503 g, 1.56 mmol, 83%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07749530B2uspto-grants-2010_07