Pyrazole → 4-(1-Pyrazolyl)benzonitrile

HRID 1751921Notes

Reaction equation

HRID 1751921 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Br[C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1>>[N:1]1([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 12162Benzonitrile, 4-bromo-

Product 1

HCID 120796294-(1-Pyrazolyl)benzonitrile

Procedure

Following General Procedure A (90° C., 30 hours), 1H-pyrazole (205 mg, 3.0 mmol) is coupled with 4-bromobenzonitrile (364 mg, 2.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 330 mg (98% isolated yield) of the desired product as a white 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-80de8972aa964ee59fe6ed32ba9f08df
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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