Hydrochloric Acid → HCID 21075719, compound

HRID 1373893Notes

Reaction equation

HRID 1373893 reaction equation
[CH3:1][C:2]1[N:3]([NH:15]C(=O)OC(C)(C)C)[C:4]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[CH:6][C:5]=2[N:14]=1.[ClH:23]>CCO>[ClH:23].[CH3:1][C:2]1[N:3]([NH2:15])[C:4]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[CH:6][C:5]=2[N:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21075820HCID 21075820, compound

Product 1

HCID 21075719HCID 21075719, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

tert-Butyl N-(2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)carbamate (5.00 g, 16.8 mmol) was dissolved in 40 mL of 1.65 M HCl in EtOH, and the reaction mixture was heated to reflux for 2 h. The reaction mixture was cooled and concentrated under reduced pressure to give a brown solid. The brown solid was crystallized from ethanol/H2O to give 3.13 g of 2-methyl-1H-imidazo[4,5-c]quinolin-1-amine hydrochloride.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 2 h
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated under reduced pressure
  5. customto give a brown solid
  6. customThe brown solid was crystallized from ethanol/H2O

Sources & evidence

ORD record
ord-91ac0797ff004471b6af52cdb8cc37aa
Source dataset
uspto-grants-2007_01
Patent number
US07163947B2

Reaction notes

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