Iodine → HCID 178497289, Verbindung

HRID 508201

Reaktionsgleichung

Reaktionsgleichung von HRID 508201
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[N:2]1.[I:14]I.[OH-].[K+]>CC(N(C)C)=O>[I:14][C:3]1[C:4]2[C:9](=[CH:8][C:7]([C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=2)[NH:1][N:2]=1

Komponenten

5

Edukt 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 286535methyl 1H-indazole-6-carboxylate

Produkt 1

HCID 178497289HCID 178497289, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

To a solution of methyl 1H-indazole-6-carboxylate D-2 (5.0 g, 28 mmol) in DMAC (50 mL) at 0° C. was added iodine (14.4 g, 56.7 mmol) and potassium hydroxide (6.3 g, 114 mmol) portionwise. After addition, the mixture was kept stirring for 1 h, then quenched with aq. Na2S2O3 and extracted with EtOAc. The combined organics were concentrated and trituated with hexane. The precipitate was collected by filtration to afford the title compound as a brown solid. LCMS (ESI) calc'd for C9H8IN2O2 [M+H]+: 302.9. found: 302.9.

Aufarbeitung

  1. additionAfter addition
  2. customquenched with aq. Na2S2O3
  3. extractionextracted with EtOAc
  4. concentrationThe combined organics were concentrated
  5. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-00e3a1924ef04cab9085661c7d2f8352
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09095583B2

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