4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline → 4-(N-benzylamino)-1-isobutyl-1H-imidazo(4,5-c)quinoline

HRID 2246820Notes

Reaction equation

HRID 2246820 reaction equation
Cl[C:2]1[C:11]2[N:12]=[CH:13][N:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1>O>[CH2:10]([NH:14][C:2]1[C:11]2[N:12]=[CH:13][N:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1)[C:9]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 3839614-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline

Product 1

HCID 156063074-(N-benzylamino)-1-isobutyl-1H-imidazo(4,5-c)quinolineYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

When the TLC indicated the disappearance of 4-chloro-1-isobutyl-1H-imidazo(4,5-c)quinoline, the reaction mixture was cooled to room temperature resulting in a solid mass. 60 mL of water was added and the reaction mixture was stirred for 30 min. The solids were then separated by filtration and the solids were washed with 20 mL of water. The solids were then dried in an oven at 85° C. resulting in 11.3 grams (90% yield) of 4-(N-benzylamino)-1-isobutyl-1H-imidazo(4,5-c)quinoline.

Workup

  1. customresulting in a solid mass
  2. customThe solids were then separated by filtration
  3. washthe solids were washed with 20 mL of water
  4. customThe solids were then dried in an oven at 85° C.

Sources & evidence

ORD record
ord-88435d9d7edc4c57a0e142f1b600ebb2
Source dataset
uspto-grants-2010_03
Patent number
US07687628B2

Reaction notes

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