Ammonia → 1-(1-Ethylpropyl)-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxamide

HRID 72730Notes

Reaction equation

HRID 72730 reaction equation
[CH2:1]([CH:3]([C:6]1[N:10]2[C:11]3[C:16]([NH:17][C:18](=[O:19])[C:9]2=[CH:8][N:7]=1)=[CH:15][C:14]([C:20]([OH:22])=O)=[CH:13][CH:12]=3)[CH2:4][CH3:5])[CH3:2].C(N1C=CN=C1)([N:25]1C=CN=C1)=O.N.O>CN(C)C=O>[CH2:4]([CH:3]([C:6]1[N:10]2[C:11]3[C:16]([NH:17][C:18](=[O:19])[C:9]2=[CH:8][N:7]=1)=[CH:15][C:14]([C:20]([NH2:25])=[O:22])=[CH:13][CH:12]=3)[CH2:1][CH3:2])[CH3:5]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 59198703HCID 59198703, compound

Product 1

HCID 591987761-(1-Ethylpropyl)-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-(1-Ethylpropyl)-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxyic acid as synthesized in above Example 13, 300 mg was dissolved in 10 mL of N,N-dimethylformamide, and to the solution 1,1′-carbonyldiimidazole 275 mg was added little by little in nitrogen atmosphere. After another hour's stirring, ammonia gas was injected into the reaction liquid for 30 minutes, followed by an hour's stirring. Water 30 mL was added and the formed precipitate was recovered by filtration. The crystals were washed with water and dried by heating under reduced pressure to provide 250 mg of the title compound.

Workup

  1. waitfollowed by an hour
  2. stirring's stirring
  3. filtrationthe formed precipitate was recovered by filtration
  4. washThe crystals were washed with water
  5. customdried
  6. temperatureby heating under reduced pressure

Sources & evidence

ORD record
ord-2a944504288145e4a1ef2ca88d9f770f
Source dataset
uspto-grants-2014_09
Patent number
US08829000B2

Reaction notes

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