Ethyl Acetate → HCID 90308710, compound

HRID 2283692Notes

Reaction equation

HRID 2283692 reaction equation
C(OCC)(=O)C.[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([C:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:12][C:13]([N+:17]([O-])=O)=[CH:14]2)=[N:9]1>[Pd].C1COCC1>[CH3:7][N:8]1[CH:16]=[C:15]2[C:10]([C:11]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:12][C:13]([NH2:17])=[CH:14]2)=[N:9]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 90308830HCID 90308830, compound

Product 1

HCID 90308710HCID 90308710, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl acetate (5 mL) and THF (2 mL) were added to 2-methyl-5-nitro-7-phenyl-2H-indazole obtained in the above-described Step 2 (260 mg). Thereafter, 10% palladium on carbon (300 mg) was added under nitrogen atmosphere, and the reaction solution was stirred under hydrogen atmosphere at room temperature overnight. The insolubles were filtrated, and then the solvent was evaporated under vacuum. Subsequently, the resultant residue was purified by column chromatography on basic silica gel (developing solvent:hexane/ethyl acetate) to obtain 2-methyl-7-phenyl-2H-indazol-5-amine as brown amorphous.

Workup

  1. customobtained in the above-described Step 2 (260 mg)
  2. filtrationThe insolubles were filtrated
  3. customthe solvent was evaporated under vacuum
  4. customSubsequently, the resultant residue was purified by column chromatography on basic silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-c4cb943ba6dc436da8e776c23f5515e3
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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