Pyridine → 3,5-Dichloro-3-(2-methoxypyridin-3-yl)-1,3-dihydroindol-2-one

HRID 2040426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2040426
N1C=CC=CC=1.S(Cl)(Cl)=O.[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16](=[O:21])[C:15]2([C:23]1[C:24]([O:29][CH3:30])=[N:25][CH:26]=[CH:27][CH:28]=1)O.[Cl-:31].[NH4+]>ClCCl>[Cl:31][C:15]1([C:23]2[C:24]([O:29][CH3:30])=[N:25][CH:26]=[CH:27][CH:28]=2)[C:14]2[C:18](=[CH:19][CH:20]=[C:12]([Cl:11])[CH:13]=2)[NH:17][C:16]1=[O:21]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 25517Ammonium ChlorideHCID 575177575-Chloro-3-(2-methoxypyridin-3-yl)-3-hydroxy-1,3-dihydroindol-2-one

Produkt 1

HCID 575177583,5-Dichloro-3-(2-methoxypyridin-3-yl)-1,3-dihydroindol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Pyridine (0.33 ml) and thionyl chloride (0.30 ml) were added successively to an ice-cold solution of the intermediate from Step A (1.1 g, 3.44 mmol) in dichloromethane (10 ml). The reaction mixture was stirred at 0° C. for 1 h and then saturated ammonium chloride solution was added. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude intermediate was rapidly employed without further purification in the next step.

Aufarbeitung

  1. dry with materialThe organic phase was dried over magnesium sulfate
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe crude intermediate was rapidly employed without further purification in the next step

Quellen und Nachweise

ORD-Eintrag
ord-5553c7d2ceee4b35bf1a3b2bdaed94a6
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08580842B2

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