2-Methoxyethanol → 4-Chloro-6-(2-methoxyethoxy)quinazoline

HRID 240579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 240579
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:32][O:33][CH2:34][CH2:35]O.N(C(OC(C)C)=O)=NC(OC(C)C)=O>ClCCl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:35][CH2:34][O:33][CH3:32])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 4

HCID 80192-MethoxyethanolHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 231602734-Chloroquinazolin-6-ol

Produkt 1

HCID 866508994-Chloro-6-(2-methoxyethoxy)quinazolineAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-chloroquinazolin-6-ol (1.00 g, 5.54 mmol), triphenyl phosphine (1.45 g, 5.54 mmol) and 2-methoxyethanol (0.421 g, 5.54 mmol) in dichloromethane (83 mL) was added diisopropyl azodicarboxylate (1.18 g, 5.54 mmol). After stirring at room temperature for 16 hours, the mixture was concentrated under reduced pressure. The residue was chromatographed (30% ethyl acetate in hexanes) to provide the product (1.15 g, 87%) as white solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was chromatographed (30% ethyl acetate in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-73de0ff5c7e646649a5162ebb1ca3fbc
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648087B2

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