Ammonium formate → 1-(5-hydroxy-1H-indazol-1-yl)-Ethanone

HRID 1726069Notes

Reaction equation

HRID 1726069 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:18](=[O:20])[CH3:19])[N:13]=[CH:12]2)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:18](=[O:20])[CH3:19])[N:13]=[CH:12]2

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 225672491-(5-(Benzyloxy)-1H-indazol-1-yl)ethan-1-one

Product 1

HCID 225670481-(5-hydroxy-1H-indazol-1-yl)-EthanoneYield 91.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 939 mg of 1-(5-benzyloxyindazol-1-yl)ethanone, 1.33 g of ammonium formate and 939 mg of palladium-on-charcoal at 10% in 100 ml of absolute ethanol is heated at around 50° C. for about thirty minutes. When gas is no longer being given off, the catalyst is filtered through a paper filter and rinsed with absolute ethanol. The filtrate is concentrated under reduced pressure in a rotary evaporator to obtain 571.1 mg of 1-(5-hydroxyindazol-1-yl)ethanone.

Workup

  1. filtrationthe catalyst is filtered through a paper
  2. filtrationfilter
  3. washrinsed with absolute ethanol
  4. concentrationThe filtrate is concentrated under reduced pressure in a rotary evaporator

Sources & evidence

ORD record
ord-bcffd5197f7943bd91e554aebc28d76f
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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