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

HRID 659733Notes

Reaction equation

HRID 659733 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-94ffea8baa524ee4ab0bbdbc4120673d
Source dataset
uspto-grants-2011_12
Patent number
US08080662B2

Reaction notes

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