Phosphorus oxychloride → Ethyl 4-chloro-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

HRID 496583

Reaktionsgleichung

Reaktionsgleichung von HRID 496583
O[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:14]=[CH:15][C:3]=12.P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:14]=[CH:15][C:3]=12

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178469628HCID 178469628, Verbindung

Produkt 1

HCID 3572813Ethyl 4-chloro-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylateAusbeute 97,8 %

Versuchsvorschrift

A mixture of 5.76 g (20.33 mmol) of ethyl 4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and 15.58 g of phosphorus oxychloride was refluxed 1.5 hr, chilled and poured slowly onto crushed ice. The mixture was filtered and the solid washed with ice-water and dried to give 6.0 g of solid, m.p. 89-91° C.

Aufarbeitung

  1. temperaturewas refluxed 1.5 hr
  2. temperaturechilled
  3. additionpoured slowly
  4. customonto crushed ice
  5. filtrationThe mixture was filtered
  6. washthe solid washed with ice-water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b54e0151bf50463bbf0b45dd2bb1f61b
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06946473B2

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