3,5-Dimethylpyrazole → 1H-Pyrazole, 3,5-dimethyl-1-phenyl-

HRID 1270695Notes

Reaction equation

HRID 1270695 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9]1[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=1>CN(C=O)C>[CH3:8][C:9]1[CH:13]=[C:12]([CH3:14])[N:11]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:10]=1

Participants

4

Reactant 2

HCID 62103,5-DimethylpyrazoleHCID 11575Iodobenzene

Product 1

HCID 708001H-Pyrazole, 3,5-dimethyl-1-phenyl-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Operating protocol A (110° C., 54 hours) was followed using 117 mg of Chxn-Py-Al (0.4 mmoles), 336 μl of iodobenzene (3 mmoles), 192 mg of 3,5-dimethylpyrazole (2 mmoles) and 1.2 ml of DMF. The degree of transformation and selectivity for 5-dimethyl-1-phenyl-1H-pyrazole were 100%.

Workup

  1. customA (110° C., 54 hours)

Sources & evidence

ORD record
ord-36de2c5987094dc7b6bdaef0af662604
Source dataset
uspto-grants-2007_04
Patent number
US07202367B2

Reaction notes

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