Bromine → HCID 66959112, compound

HRID 1360496Notes

Reaction equation

HRID 1360496 reaction equation
[C:1]([C:3]1[CH:7]=[C:6]([CH2:8][C:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:11])[CH3:10])[N:5]([CH2:20][CH2:21][CH3:22])[N:4]=1)#[N:2].[Br:23]Br>C(Cl)(Cl)Cl>[Br:23][C:7]1[C:3]([C:1]#[N:2])=[N:4][N:5]([CH2:20][CH2:21][CH3:22])[C:6]=1[CH2:8][C:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 66958885HCID 66958885, compound

Product 1

HCID 66959112HCID 66959112, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

tert-Butyl 2-(3-cyano-1-propyl-1H-pyrazol-5-yl)-1,1-dimethylethylcarbamate (5.15 g, 16.8 mmol) was brominated using a modified version of the method described in Part F of Examples 1-4. In the reaction, 1.4 equivalents of bromine were used instead of 1.1 equivalents, chloroform was used instead of dichloromethane in the work-up, and no chromatographic purification was performed. The product, tert-butyl 2-(4-bromo-3-cyano-1-propyl-1H-pyrazol-5-yl)-1,1-dimethylethylcarbamate (6.97 g), was isolated as a clear, colorless oil that may have contained some chloroform.

Workup

  1. customno chromatographic purification

Sources & evidence

ORD record
ord-25e3d55fb0144e96974dd7f4537fbf97
Source dataset
uspto-grants-2011_02
Patent number
US07879849B2

Reaction notes

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