Pyrrolidine → Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-fluoro-phenoxy]-2-methyl-propionic acid methyl ester

HRID 658945Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 658945
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[CH3:12][O:13][C:14](=[O:29])[C:15]([O:18][C:19]1[CH:24]=[C:23]([F:25])[C:22]([Cl:26])=[CH:21][C:20]=1[CH:27]=O)([CH3:17])[CH3:16].N1CCCC1>CO>[CH3:12][O:13][C:14](=[O:29])[C:15]([O:18][C:19]1[CH:24]=[C:23]([F:25])[C:22]([Cl:26])=[CH:21][C:20]=1/[CH:27]=[C:6]1\[C:7](=[O:11])[NH:8][C:9]2[C:5]\1=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)([CH3:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 595493062-(4-Chloro-5-fluoro-2-formyl-phenoxy)-2-methyl-propionic acid methyl ester

Produkt 1

HCID 86647010Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-fluoro-phenoxy]-2-methyl-propionic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To the mixture of 6-chloro-1,3-dihydro-indol-2-one (0.73 g, 4.4 mmol) and 2-(4-Chloro-5-fluoro-2-formyl-phenoxy)-2-methyl-propionic acid methyl ester (1 g, 3.65 mmol) in methanol (15 mL) was added pyrrolidine (0.26 g, 4.4 mmol) dropwise. Then the mixture was heated at 70° C. for 1 h. After cooled to room temperature, the mixture was concentrated to give the crude product which was used for the next step reaction without further purification.

Aufarbeitung

  1. temperatureAfter cooled to room temperature
  2. concentrationthe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1dd102f05ed84af0826a15e1221c225d
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076482B2

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