Bromine → HCID 178486784, compound

HRID 2404237Notes

Reaction equation

HRID 2404237 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:16][CH3:17])=[CH:5][C:6]2[C:7]3[CH:15]=[N:14][NH:13][C:8]=3[CH:9]=[N:10][C:11]=2[CH:12]=1.[Br:18]Br>O>[Br:18][C:15]1[C:7]2[C:6]3[CH:5]=[C:4]([O:16][CH3:17])[C:3]([O:2][CH3:1])=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[NH:13][N:14]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 86686660HCID 86686660, compound

Product 1

HCID 178486784HCID 178486784, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7,8-Dimethoxy-3H-pyrazolo[3,4-c]quinoline (500 mg, 2.18 mmol) is dissolved in water (40 ml). Bromine (220 μl, 4.36 mmol) is subsequently added dropwise at room temperature with exclusion of light. The reaction solution is then stirred for 1 h. When the reaction is complete, the mixture is evaporated to dryness in vacuo, giving 1-bromo-7,8-dimethoxy-3H-pyrazolo[3,4-c]quinoline (752 mg, purity 85%, 2.07 mmol) as a solid. MS: 308.0/310.0 (M+H+, monobromo isotope distribution), TLC (HPTLC): Rf=0.50 (ethyl acetate/ethanol 8:1, parts by volume).

Workup

  1. customthe mixture is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-43c29f5fd1fd4cd1b41d7dcba0f760f1
Source dataset
uspto-grants-2014_08
Patent number
US08802712B2

Reaction notes

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