Phosphorus oxychloride → 7-Bromo-4-chloro-2-methoxyquinazoline

HRID 1473664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1473664
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[NH:7][C:8]([O:12][CH3:13])=[N:9]2)=[CH:4][CH:3]=1.C1CCN2C(=NCCC2)CC1.O=P(Cl)(Cl)[Cl:28]>C(Cl)Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([Cl:28])=[N:7][C:8]([O:12][CH3:13])=[N:9]2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1364090737-bromo-2-methoxyquinazolin-4(3H)-one

Produkt 1

HCID 866877407-Bromo-4-chloro-2-methoxyquinazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 7-bromo-2-methoxyquinazolin-4(3H)-one (1.900 g, 7.45 mmol) in 30 mL DCM was treated with DBU (1.123 ml, 7.45 mmol) and was allowed to stir for 20 minutes. The cloudy purple solution was then treated with POCl3 (0.833 ml, 8.94 mmol) and was allowed to stir for one hour at room temperature. LC/MS showed mostly product, so the reaction mixture was concentrated. The crude residue was carried on to step 3 without purification. (M+H)+=271.2.

Aufarbeitung

  1. stirringto stir for one hour at room temperature
  2. concentrationso the reaction mixture was concentrated
  3. customThe crude residue was carried on to step 3 without purification

Quellen und Nachweise

ORD-Eintrag
ord-9393c27266bf4fdba58db712976346a9
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012443B2

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