Ethanol → HCID 62142654, compound

HRID 30699Notes

Reaction equation

HRID 30699 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[N:10]2)=[CH:6][CH:5]=1)([O-])=O.C(O)C>[C].[Pd].O1CCCC1>[N:9]1([CH2:8][C:7]2[CH:18]=[CH:19][C:4]([NH2:1])=[CH:5][CH:6]=2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[N:10]1

Participants

5

Reactant 2

HCID 702EthanolHCID 15445093HCID 15445093, compound

Product 1

HCID 62142654HCID 62142654, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(4-nitrobenzyl)-1H-indazole (9.25 g), 10% palladium carbon (1 g), ethanol (100 ml) and tetrahydrofuran (100 ml) was stirred under a hydrogen atmosphere at room temperature for 4 hrs. Palladium carbon was removed from the reaction mixture by filtration, and the filtrate was concentrated. Recrystallization of the residue from acetone-hexane gave 4-(1H-indazol-1-ylmethyl)aniline (6.77 g, 83%) as colorless prism crystals. melting point: 110-111° C.

Workup

  1. customPalladium carbon was removed from the reaction mixture by filtration
  2. concentrationthe filtrate was concentrated
  3. customRecrystallization of the residue from acetone-hexane

Sources & evidence

ORD record
ord-2edf82efdc1d4a50b9f4794ee9e224f4
Source dataset
uspto-grants-2008_09
Patent number
US07423159B2

Reaction notes

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