5-(4-benzyloxy-phenyl)-6-trifluoromethyl-2H-pyridazin-3-one → 4-(4-Benzyloxy-phenyl)-6-chloro-3-trifluoromethyl-pyridazine

HRID 2168618Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2168618
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:20]([C:21]([F:24])([F:23])[F:22])=[N:19][NH:18][C:17](=O)[CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O(Cl)[Cl:27].[P+5]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[C:17]([Cl:27])[N:18]=[N:19][C:20]=2[C:21]([F:24])([F:23])[F:22])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 673755765-(4-benzyloxy-phenyl)-6-trifluoromethyl-2H-pyridazin-3-oneHCID 178479711HCID 178479711, Verbindung

Produkt 1

HCID 866577774-(4-Benzyloxy-phenyl)-6-chloro-3-trifluoromethyl-pyridazine

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of the 5-(4-benzyloxy-phenyl)-6-trifluoromethyl-2H-pyridazin-3-one (0.491 mmol, 170 mg) and phosphorus(V) oxychloride may be heated at 90° C. for 2 h. The reaction mixture may be concentrated in vacuo, and ice may be added to the residue. The mixture may be neutralized with solid sodium bicarbonate and extracted with diethyl ether. Purification by column chromatography on silica gel gives 4-(4-benzyloxy-phenyl)-6-chloro-3-trifluoromethyl-pyridazine as a white solid.

Aufarbeitung

  1. concentrationThe reaction mixture may be concentrated in vacuo, and ice
  2. additionmay be added to the residue
  3. extractionextracted with diethyl ether
  4. customPurification by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-000ef35bc410414d92ac13dbeb18d7eb
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045461B2

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