Ammonium Acetate → HCID 57447063, compound

HRID 2366671Notes

Reaction equation

HRID 2366671 reaction equation
C([O-])(=O)C.[NH4+:5].[CH3:6][C:7]1[N:8]([CH2:20][CH2:21][C:22]([O:24]CC)=O)[C:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:19]=1>O>[CH3:6][C:7]1[N:8]([CH2:20][CH2:21][C:22]([NH2:5])=[O:24])[C:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:19]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 57447045HCID 57447045, compound

Product 1

HCID 57447063HCID 57447063, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

Ammonium acetate (4.0 g) and ethyl 3-(2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)propanoate (4.5 g, 17 mmol, prepared as described in Parts A through C of Example 22) were heated for three days at 130° C. in a sealed vessel. The reaction was allowed to cool to ambient temperature, and water was added. The mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluting with dichloromethane:methanol in a gradient from 90:10 to 85:15) to provide 2.20 g of 3-(2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)propanamide as a tan solid.

Workup

  1. temperatureto cool to ambient temperature
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe residue was purified by column chromatography on silica gel (
  4. washeluting with dichloromethane

Sources & evidence

ORD record
ord-151cf8c9bc9b4410a94bbcba5e5e2ac5
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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