Ethanol → 1-(4-Methoxyphenyl)-1,3-dihydro-2H-indol-2-one

HRID 983104

Reaktionsgleichung

Reaktionsgleichung von HRID 983104
COC1C=CC([C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[CH2:11][C:12](=[O:18])[NH:13]3)=CC=1.CN(C)[C@@H]1CCN(C([C:28]2[CH:32]=[C:31]([CH3:33])N[C:29]=2[CH:34]=[O:35])=O)C1.[CH2:37](O)C>N1CCCCC1>[CH3:37][O:35][C:34]1[CH:29]=[CH:28][C:32]([N:13]2[C:14]3[C:10](=[CH:9][CH:17]=[CH:16][CH:15]=3)[CH2:11][C:12]2=[O:18])=[CH:31][CH:33]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 206114663-[(3R)-3-dimethylamino-pyrrolidin-1-ylcarbonyl]-5-methyl-1H-pyrrole-2-carbaldehydeHCID 225619014-(4-Methoxy-phenyl)-1,3-dihydro-indol-2-one

Produkt 1

HCID 133395441-(4-Methoxyphenyl)-1,3-dihydro-2H-indol-2-oneAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8082PiperidineKatalysator

Versuchsvorschrift

To a solution of 4-(4-methoxy-phenyl)-1,3-dihydro-indol-2-one (59.8 mg, 0.25 mmol) and 3-[(3R)-3-Dimethylamino-pyrrolidine-1-carbonyl)-5-methyl-1H-pyrrole-2-carbaldehyde (64.8 mg, 0.25 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 3-[3-((R)-3-dimethylamino-pyrrolidine-1-carbonyl)-5-methyl-1H-pyrrol-2-ylmethylene](4-(4-methoxy-phenyl-1,3-dihydro-indol-2-one as a yellow solid (95 mg, 81%).

Aufarbeitung

  1. customA yellow solid product was precipitated out
  2. filtrationfiltered
  3. washwashed by ethanol for three times
  4. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b5b74ce274b94ea49d5e773d30cb7bdd
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06861418B2

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