Pyrazole → 4-(1H-Pyrazol-1-yl)aniline

HRID 1751926Notes

Reaction equation

HRID 1751926 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.I[C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1>>[N:1]1([C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 108934-Iodoaniline

Product 1

HCID 5942744-(1H-Pyrazol-1-yl)aniline

Procedure

Following General Procedure A (125° C., 24 hours), 1H-pyrazole (102 mg, 1.5 mmol) is coupled with 4-iodoaniline (220 mg, 1.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 90 mg (57% isolated yield) of the desired product as an orange solid.

Workup

  1. customThe crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50)
  2. customto provide

Sources & evidence

ORD record
ord-1d2364af15fd47abb3365a9f9af9c7f3
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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