HCID 66765685, compound → HCID 66765686, compound

HRID 594207Notes

Reaction equation

HRID 594207 reaction equation
C(O)(=O)/C=C/C(O)=O.[NH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][N:15]1[C:27]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:20]=[C:19]([NH2:28])[C:18]=2[N:17]=[C:16]1[CH2:29][CH2:30][CH2:31][CH3:32]>ClCCl>[NH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][N:15]1[C:27]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:20]=[C:19]([NH2:28])[C:18]=2[N:17]=[C:16]1[CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 1

HCID 66765685HCID 66765685, compound

Product 1

HCID 66765686HCID 66765686, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Aminobutoxy)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine fumarate (1.30 g) was dissolved in dichloromethane (25 mL) and the solution washed with 3×15 ml portions of saturated sodium carbonate. The organic fraction was then washed with 15 ml saturated sodium chloride and dried over MgSO4. The solution was filtered, the solvent removed under reduced pressure and the product was dried under vacuum to give 0.79 g of 1-(4-aminobutoxy)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine as the free base.

Workup

  1. washthe solution washed with 3×15 ml portions of saturated sodium carbonate
  2. washThe organic fraction was then washed with 15 ml saturated sodium chloride
  3. dry with materialdried over MgSO4
  4. filtrationThe solution was filtered
  5. customthe solvent removed under reduced pressure
  6. customthe product was dried under vacuum

Sources & evidence

ORD record
ord-d6f7c22b4bdf4cde81a7d4d7b1d2f05a
Source dataset
uspto-grants-2016_01
Patent number
US09242980B2

Reaction notes

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