Pyrazole → 1-(4-Methoxyphenyl)-1H-pyrazole

HRID 1751919Notes

Reaction equation

HRID 1751919 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.I[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1>>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 696764-Iodoanisole

Product 1

HCID 122381311-(4-Methoxyphenyl)-1H-pyrazole

Procedure

Following General Procedure A (90° C., 30 hours), 1H-pyrazole (205 mg, 3.0 mmol) is coupled with 1-iodo-4-methoxybenzene (468 mg, 2.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 340 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-28db2389de0844ab8da0b9811dd7a943
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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