HCID 90309174, compound → HCID 90308750, compound

HRID 2283677Notes

Reaction equation

HRID 2283677 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([N:7]2[C:15]3[C:10](=[C:11]([N+:16]([O-])=O)[CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)=[N:3]1>C(OCC)(=O)C.[C].[Pd]>[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([N:7]2[C:15]3[CH:14]=[CH:13][CH:12]=[C:11]([NH2:16])[C:10]=3[CH:9]=[CH:8]2)=[N:3]1

Participants

4

Reactant 1

HCID 90309174HCID 90309174, compound

Product 1

HCID 90308750HCID 90308750, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Palladium-carbon (500 mg) was added to a solution of 1-(1-methyl-1H-pyrazol-3-yl)-4-nitro-1H-indole obtained in the above-described Step 1 (625 mg) in ethyl acetate (20 ml) under nitrogen airflow. Then the reaction solution was stirred under hydrogen atmosphere at room temperature for 2 hours and a half. The insolubles were filtrated with celite, and then the solvent was evaporated under vacuum. The resultant residue was purified by column chromatography on silica gel (developing solvent:hexane-ethyl acetate) to obtain 1-(1-methyl-1H-pyrazol-3-yl)-1H-indol-4-amine.

Workup

  1. filtrationThe insolubles were filtrated with celite
  2. customthe solvent was evaporated under vacuum
  3. customThe resultant residue was purified by column chromatography on silica gel (developing solvent:hexane-ethyl acetate)

Sources & evidence

ORD record
ord-cf959fd9bb274bd2bba87eb32ca4df01
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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