Ammonium Acetate → HCID 57447049, compound

HRID 2366655Notes

Reaction equation

HRID 2366655 reaction equation
C([O-])(=O)C.[NH4+:5].[CH2:6]([O:8][CH2:9][C:10]1[N:11]([CH2:23][CH2:24][C:25]([O:27]CC)=O)[C:12]2[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]=[CH:14][C:13]=2[N:22]=1)[CH3:7]>O>[CH2:6]([O:8][CH2:9][C:10]1[N:11]([CH2:23][CH2:24][C:25]([NH2:5])=[O:27])[C:12]2[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]=[CH:14][C:13]=2[N:22]=1)[CH3:7]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 57447047HCID 57447047, compound

Product 1

HCID 57447049HCID 57447049, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
125 °C

Procedure

Ammonium acetate (7 g) and ethyl 3-(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)propanoate (5.0 g, 15 mmol, prepared in Part A of Example 23) were stirred overnight at 125° C. in a sealed vessel. The reaction was allowed to cool to ambient temperature, and water (20 mL) was added. A precipitate formed and was isolated by filtration, washed with saturated aqueous sodium bicarbonate, and dried to provide 2.4 g of 3-[2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propanamide as a tan powder.

Workup

  1. temperatureto cool to ambient temperature
  2. customA precipitate formed
  3. customwas isolated by filtration
  4. washwashed with saturated aqueous sodium bicarbonate
  5. customdried

Sources & evidence

ORD record
ord-2047155698c544e28f6019e45fbf220c
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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