1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 4-(4-Bromo-3,5-dimethylphenyl)-1-methyl-1H-pyrazole

HRID 237473Notes

Reaction equation

HRID 237473 reaction equation
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](I)=[CH:4][C:3]=1[CH3:10].[CH3:11][N:12]1[CH:16]=[C:15](B2OC(C)(C)C(C)(C)O2)[CH:14]=[N:13]1>>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:15]2[CH:14]=[N:13][N:12]([CH3:11])[CH:16]=2)=[CH:4][C:3]=1[CH3:10]

Participants

3

Reactant 2

HCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 207480372-Bromo-5-iodo-1,3-dimethylbenzene

Product 1

HCID 866971364-(4-Bromo-3,5-dimethylphenyl)-1-methyl-1H-pyrazole

Procedure

The title compound is prepared from 2-bromo-5-iodo-1,3-dimethylbenzene and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole following a procedure analogous to that described in Step 1 of Intermediate 17. LC (method 9): tR=1.09 min; Mass spectrum (ESI+): m/z=265 [M+H]+.

Sources & evidence

ORD record
ord-393254a4287c4df589de7ddc6d185477
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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