HCID 90308693, compound → HCID 90308847, compound

HRID 2283694Notes

Reaction equation

HRID 2283694 reaction equation
[C:1]([N:5]1[CH:13]=[C:12]2[C:7]([C:8]([N:17]3[CH:21]=[CH:20][CH:19]=[N:18]3)=[CH:9][C:10]([N+:14]([O-])=O)=[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]([C:8]([N:17]3[CH:21]=[CH:20][CH:19]=[N:18]3)=[CH:9][C:10]([NH2:14])=[CH:11]2)=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 90308693HCID 90308693, compound

Product 1

HCID 90308847HCID 90308847, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Palladium on carbon (300 mg) was added to a solution of 2-(tert-butyl)-5-nitro-7-(1H-pyrazol-1-yl)-2H-indazole obtained in the above-described Step 2 (255 mg) in ethyl acetate (5 mL), and the reaction solution was stirred under hydrogen atmosphere at room temperature overnight. The insolubles were filtrated, and the solvent was evaporated under vacuum. Thereafter, the resultant residue was purified by column chromatography on basic silica gel (developing solvent:hexane/ethyl acetate) to obtain 2-(tert-butyl)-7-(1H-pyrazol-1-yl)-2H-indazol-5-amine as brown amorphous.

Workup

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

Sources & evidence

ORD record
ord-e21c6a17a94b4351b94e84c387f2f149
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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