HCID 90308803, compound → HCID 90308939, compound

HRID 2283722Notes

Reaction equation

HRID 2283722 reaction equation
[C:1]([N:5]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([N+:14]([O-])=O)[CH:10]=[CH:11]2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2]>[Pd].C(OCC)(=O)C>[C:1]([N:5]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([NH2:14])[CH:10]=[CH:11]2)=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 90308803HCID 90308803, compound

Product 1

HCID 90308939HCID 90308939, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Palladium on carbon (1 g) was added to a solution of 2-(tert-butyl)-6-nitro-2H-indazole obtained in the above-described Step (1.1 g) in ethyl acetate (12 mL), and the reaction solution was stirred under hydrogen atmosphere at room temperature for 4 hours. The insolubles were filtrated, and the solvent was evaporated under vacuum. Thereafter, the resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 2-(tert-butyl)-2H-indazol-6-amine as a white solid.

Workup

  1. filtrationThe insolubles were filtrated
  2. customthe solvent was evaporated under vacuum
  3. customThereafter, the resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-ab8e12cfd8d3438597484ee2eb812f41
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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