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

HRID 2068940Notes

Reaction equation

HRID 2068940 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-carboxylic 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-c5ddf9afc48b43ba8e2a519ab89c93f0
Source dataset
uspto-grants-2012_10
Patent number
US08299080B2

Reaction notes

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