Cesium carbonate → 7-(2,5-Dichloro-pyrimidin-4-yloxy)-2-methyl-2,3-dihydro-isoindol-1-one

HRID 81354

Reaktionsgleichung

Reaktionsgleichung von HRID 81354
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[OH:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:19]=1[C:18](=[O:20])[N:17]([CH3:21])[CH2:16]2.C(=O)([O-])[O-].[Cs+].[Cs+]>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([O:10][C:11]2[CH:12]=[CH:13][CH:14]=[C:15]3[C:19]=2[C:18](=[O:20])[N:17]([CH3:21])[CH2:16]3)[C:5]([Cl:9])=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 2372592,4,5-TrichloropyrimidineHCID 585225447-hydroxy-2-methyl-2,3-dihydro-1H-isoindol-1-one

Produkt 1

HCID 585225547-(2,5-Dichloro-pyrimidin-4-yloxy)-2-methyl-2,3-dihydro-isoindol-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2,4,5-trichloropyrimidine (0.20 g) and 7-hydroxy-2-methyl-2,3-dihydro-isoindol-1-one are dissolved in DCM (10 mL), cooled to 0° C. and combined with caesium carbonate (0.75 g). The cooling bath is removed and the mixture is stirred for 16 h. For working up the mixture is combined with 10% NaCl solution (100 mL) and extracted three times with 75 mL ethyl acetate. The combined organic phases are dried on magnesium sulphate, filtered off from the desiccant and the solvent is eliminated in vacuo.

Aufarbeitung

  1. customThe cooling bath is removed
  2. extractionextracted three times with 75 mL ethyl acetate
  3. customThe combined organic phases are dried on magnesium sulphate
  4. filtrationfiltered off from the desiccant and the solvent

Quellen und Nachweise

ORD-Eintrag
ord-434867972c824e36b147a39657cc7d76
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846689B2

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