Hydrochloric Acid → 3-(7-Ethyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl)-propanoic acid

HRID 72747Notes

Reaction equation

HRID 72747 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]1[C:13]([CH2:16][CH2:17][C:18]([O:20]CC)=[O:19])=[N:14][CH:15]=[C:8]1[C:7](=[O:23])[NH:6]2)[CH3:2].Cl>C(O)C>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]1[C:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[N:14][CH:15]=[C:8]1[C:7](=[O:23])[NH:6]2)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59198574Ethyl 3-(7-ethyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl)propanoate

Product 1

HCID 591986403-(7-Ethyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl)-propanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of ethyl 3-(7-ethyl-4-oxo-4,5-dihydroimidazo-[1,5-a]-quinoxalin-1-yl)propanoate as synthesized in above Example 184, 50 mg and ethanol 3 mL, 1N sodium hydroxide solution 1.2 mL was added and heated under reflux for 2 hours. The reaction liquid was allowed to cool off, and to which 1N hydrochloric acid 1.2 mL was added. The precipitated crystals were recovered by filtration, washed with water and dried in flowing air to provide 37 mg of the title compound.

Workup

  1. additionwas added
  2. temperatureheated
  3. temperatureunder reflux for 2 hours
  4. customThe reaction liquid
  5. temperatureto cool off
  6. filtrationThe precipitated crystals were recovered by filtration
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-1b8268febc794693a4fb6f90a20b7c43
Source dataset
uspto-grants-2014_09
Patent number
US08829000B2

Reaction notes

Loading…