4-Hydroxymethyl-7-iodo-2-trifluoromethylpyrazolo[1,5-a]pyridin → 2-Trifluoromethyl-4-formyl-7-iodo-pyrazolo[1,5-a]pyridine

HRID 2357901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2357901
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[C:6]2[C:7]([CH2:12][OH:13])=[CH:8][CH:9]=[C:10]([I:11])[N:5]2[N:4]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:16][C:2]([F:1])([F:15])[C:3]1[CH:14]=[C:6]2[C:7]([CH:12]=[O:13])=[CH:8][CH:9]=[C:10]([I:11])[N:5]2[N:4]=1

Komponenten

4

Edukt 1

HCID 593893564-Hydroxymethyl-7-iodo-2-trifluoromethylpyrazolo[1,5-a]pyridin

Produkt 1

HCID 593892992-Trifluoromethyl-4-formyl-7-iodo-pyrazolo[1,5-a]pyridineAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The compound of Example 112 (3.26 g) was dissolved in dichloromethane (50.0 mL). To this solution, activated manganese dioxide (8.29 g) was added and the mixture was stirred at room temperature for 14 hours. Subsequently, the reaction mixture was filtered through Celite and the filtrate was evaporated. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=4:1) afforded the title compound as a yellow powder (2.97 g).

Aufarbeitung

  1. additionwas added
  2. filtrationSubsequently, the reaction mixture was filtered through Celite
  3. customthe filtrate was evaporated
  4. customPurification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-c6d8234b0c7f48da8c6cc899aff1e09b
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07763617B2

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