3-Methyl-2,4-pentanedione → 5-bromo-2-(3,4,5-trimethyl-1H-pyrazol-1-yl)phenol

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:9][NH2:10])=[C:6]([OH:8])[CH:7]=1.[CH3:11][C:12]1[CH:17]=[CH:16]C(S([O-])(=O)=O)=[CH:14][CH:13]=1.CC(C(=O)C)C(=O)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[C:17]([CH3:16])=[C:12]([CH3:11])[C:13]([CH3:14])=[N:10]2)=[C:6]([OH:8])[CH:7]=1

Participants

Reactant 2

HCID 699493-Methyl-2,4-pentanedione

HCID 1317320185-Bromo-2-hydrazinylphenol;4-methylbenzenesulfonate

Product 1

HCID 601442035-bromo-2-(3,4,5-trimethyl-1H-pyrazol-1-yl)phenolYield 47.3%

Procedure

320 mg of the title compound was prepared in a manner similar to Example 54b) by using 5-bromo-2-hydrazinylphenol 4-methylbenzenesulfonate (0.9 g), which was prepared in a manner similar to Example 54a), and 3-methylpentane-2,4-dione (0.9 g).

Sources & evidence

ORD record: ord-9ea26c41c99e4f75a940b991ca15b53b
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889727B2

Reaction notes

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