Phosphorus oxychloride → HCID 57743058, Verbindung

HRID 2043642Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043642
[F:1][C:2]1[C:3]([CH3:18])=[N:4][C:5]2[N:6]([N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:11]=2)[C:7]=1O.O=P(Cl)(Cl)[Cl:21]>ClCCl>[Cl:21][C:7]1[N:6]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:11]=[C:5]2[N:4]=[C:3]([CH3:18])[C:2]=1[F:1]

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178432076HCID 178432076, Verbindung

Produkt 1

HCID 57743058HCID 57743058, VerbindungAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 6-fluoro-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidin-7-ol x133 (25 mmol, 1 eq, 6.2 g) in POCl3 (150 ml) is heated at 125° C. overnight. After cooling to room temperature, the solution is diluted in dichloromethane and quenched on ice (temperature must be kept under 25° C.). After separation of the organic layer, the aqueous phase is extracted twice with dichloromethane. The cumulated organic layers are dried over MgSO4, filtered, evaporated under reduced pressure and the residue purified by chromatography on silicagel (CH2Cl2) to afford 6.6 g of 7-chloro-6-fluoro-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidine x136.

Aufarbeitung

  1. customquenched on ice (temperature must be kept under 25° C.)
  2. customAfter separation of the organic layer
  3. extractionthe aqueous phase is extracted twice with dichloromethane
  4. dry with materialThe cumulated organic layers are dried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customthe residue purified by chromatography on silicagel (CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-affca4a4e299433bb6f3a5045b26301c
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586623B2

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