Hydrogen Bromide → HCID 86626170, compound

HRID 2383181Notes

Reaction equation

HRID 2383181 reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:16]2[N:15]=[C:14](Cl)[C:13]3[N:20]=[C:21]([CH2:27][O:28][CH3:29])[N:22]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:12]=3[C:11]=2[CH:10]=1)C1C=CC=CC=1.[OH-].[Na+].[BrH:32]>C(O)(=O)C>[Br:32][C:14]1[C:13]2[N:20]=[C:21]([CH2:27][O:28][CH3:29])[N:22]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:12]=2[C:11]2[CH:10]=[C:9]([OH:8])[CH:18]=[CH:17][C:16]=2[N:15]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 86626169HCID 86626169, compound

Product 1

HCID 86626170HCID 86626170, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

8-Benzyloxy-4-chloro-1-(2-methylpropyl)-2-methoxymethyl-1H-imidazo[4,5-c]quinoline (2.73 g, 6.65 mmol) was stirred for 1 hour in 25 mL of 30% hydrogen bromide in acetic acid at 65° C. The reaction was cooled in an ice bath and aqueous NaOH (50%) was added to adjust the pH to 7. The precipitate was recovered by filtration and air dried to provide 2.75 g of 4-bromo-1-(2-methylpropyl)-2-methoxymethyl-1H-imidazo[4,5-c]quinolin-8-ol as a brown solid.

Workup

  1. temperatureThe reaction was cooled in an ice bath
  2. filtrationThe precipitate was recovered by filtration and air
  3. customdried

Sources & evidence

ORD record
ord-e408ce8c92b14b668e9ba8a6fde059c8
Source dataset
uspto-grants-2012_09
Patent number
US08263594B2

Reaction notes

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