Bromine → 5-Bromo-2,7-dimethylquinolin-6-ol

HRID 2207028Notes

Reaction equation

HRID 2207028 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH3:13])=[C:7]([OH:12])[CH:8]=2)[N:3]=1.[Br:14]Br>C(O)(=O)C>[Br:14][C:8]1[C:7]([OH:12])=[C:6]([CH3:13])[CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([CH3:1])=[N:3]2

Participants

4

Reactant 2

HCID 24408BromineHCID 666314242,7-Dimethylquinolin-6-ol

Product 1

HCID 666314165-Bromo-2,7-dimethylquinolin-6-ol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 2,7-dimethylquinolin-6-ol (200 mg, 1.2 mmol) in acetic acid (10 mL) was added Br2 (0.062 mL, 1.21 mmol) at ambient temperature. The mixture was stirred at ambient temperature for 0.5 hour. The solid formed was filtered and collected, washed with 2 mL acetic acid to give the product as an HBr salt. LCMS-ESI+: calc'd for C11H10BrNO: 252.0 (M+H+); Found: 252.2 (M+H+).

Workup

  1. customThe solid formed
  2. filtrationwas filtered
  3. customcollected
  4. washwashed with 2 mL acetic acid

Sources & evidence

ORD record
ord-5f7e8915e24247c9947c77f05667d74a
Source dataset
uspto-grants-2016_06
Patent number
US09376392B2

Reaction notes

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