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

HRID 1971896Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1971896
[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-db2fce6c176d4a1d87d22cdb9abd5276
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08431575B2

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