5-Nitroindazole → 1H-Indazol-5-amine

HRID 656291Notes

Reaction equation

HRID 656291 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)([O-])=O>CO.CCOCC.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2

Participants

5

Reactant 1

HCID 215015-Nitroindazole

Product 1

HCID 880121H-Indazol-5-amineYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

5-Nitro-1H-indazole (20 mg) was dissolved in methanol (1 ml) and to the solution was added a catalytic amount of palladium/carbon, followed by stirring at room temperature under hydrogen gas atmosphere for 30 minutes. The resulting mixture was diluted with ether, filtered through celite, and then concentrated under reduced pressure to yield 5-amino-1H-indazole (16 mg, 100%).

Workup

  1. filtrationfiltered through celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-347900d706664f0daec819316e759885
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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