Pyrazole → 1-Phenylpyrazole

HRID 1751916Notes

Reaction equation

HRID 1751916 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Br[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:7]1([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 7961Bromobenzene

Product 1

HCID 707691-Phenylpyrazole

Procedure

Following General Procedure A (90° C., 30 hours), 1H-pyrazole (205 mg, 3.0 mmol) is coupled with bromobenzene (212 μL, 2.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 270 mg (94% isolated yield) of the desired product as a light yellow oil.

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-60ba8e917b40427bb78ba763a9953e1e
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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