Acetone → HCID 58835305, compound

HRID 1992584Notes

Reaction equation

HRID 1992584 reaction equation
[CH3:1][C:2]([CH3:4])=O.[NH2:5][O:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[C:15]([NH2:24])[C:14]=2[N:13]=[C:12]1[CH2:25][CH2:26][CH2:27][CH3:28]>CO>[NH2:24][C:15]1[C:14]2[N:13]=[C:12]([CH2:25][CH2:26][CH2:27][CH3:28])[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][O:6][N:5]=[C:2]([CH3:4])[CH3:1])[C:23]=2[C:22]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N:16]=1

Participants

4

Reactant 2

HCID 180AcetoneHCID 68537588HCID 68537588, compound

Product 1

HCID 58835305HCID 58835305, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetone (444 mg, 7.65 mmol) was added to a solution of 1-[4-(aminooxy)butyl]-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (0.500 g, 1.53 mmol), prepared as described in Parts A-C of Example 71, in methanol (7 mL), and the reaction was stirred overnight at room temperature. The solvent was removed under reduced pressure and then further dried under high vacuum to provide 358 mg of acetone O-[4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]oxime as a white solid, mp 115-117° C.

Workup

  1. customprepared
  2. customThe solvent was removed under reduced pressure
  3. customfurther dried under high vacuum

Sources & evidence

ORD record
ord-b2f314ac6c1c4fe1b0e87100cac33b6f
Source dataset
uspto-grants-2010_01
Patent number
US07648997B2

Reaction notes

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