Ammonium formate → 3-(1H-indol-2-yl)-1H-indazol-5-ol

HRID 1726048Notes

Reaction equation

HRID 1726048 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:19]C3C=CC=CC=3)[CH:17]=2)[NH:12][N:11]=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=2)[NH:12][N:11]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 1363420653-(1H-indol-2-yl)-5-phenoxy-1H-indazole

Product 1

HCID 1360559793-(1H-indol-2-yl)-1H-indazol-5-olYield 89.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.54 g of 3-(1H-indol-2-yl)-5-phenoxy-1H-indazole, of 2.83 g of ammonium formate and 2.54 g of palladium-on-charcoal at 10% in 150 ml of ethanol is refluxed for one hour. The catalyst is filtered through paper and rinsed with ethanol. The filtrate is concentrated to dryness to obtain 1.74 g of 3-(1H-indol-2-yl)-1H-indazol-5-ol.

Workup

  1. filtrationThe catalyst is filtered through paper
  2. washrinsed with ethanol
  3. concentrationThe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-54d6543ecafe4281aa0970c7f41132e1
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

Loading…