Phosphorus oxychloride → 4-chloro-1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidine

HRID 1093185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1093185
[CH:1]([N:4]1[C:8]2=[N:9][C:10]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=3)=[N:11][C:12](O)=[C:7]2[CH:6]=[N:5]1)([CH3:3])[CH3:2].P(Cl)(Cl)([Cl:25])=O>>[Cl:25][C:12]1[N:11]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)[N:9]=[C:8]2[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[CH:6][C:7]=12

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 1784566311-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol

Produkt 1

HCID 866293704-chloro-1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidineAusbeute 100 %

Versuchsvorschrift

A suspension of 1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol (0.76 g, 2.5 mmol) in phosphorus oxychloride (20 mL) was heated a sealed tube with a heat gun until all of the starting material was dissolved. After allowing the mixture to cool to room temperature it was concentrated to dryness under reduced pressure, leaving a pale yellow solid which was then triturated with water and collected by Buchner filtration. The solid was further washed with water and dried under house vacuum to provide 4-chloro-1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidine (0.90 g, >100%) as a pale yellow solid. MS (ES+): 317.7, 319.8 (M+H)+

Aufarbeitung

  1. temperaturewas heated a sealed tube with a heat gun until all of the starting material
  2. dissolutionwas dissolved
  3. concentrationwas concentrated to dryness under reduced pressure
  4. customleaving a pale yellow solid which
  5. customwas then triturated with water
  6. filtrationcollected by Buchner filtration
  7. washThe solid was further washed with water
  8. customdried under house vacuum

Quellen und Nachweise

ORD-Eintrag
ord-104a55c1190f4354ac2c773e2f52e3bf
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129371B2

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