Dimethylamine, hydrochloride → 1-(1-Ethylpropyl)-8-methoxy-N,N-dimethyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxamide

HRID 72731ノート

反応式

HRID 72731 の反応式
[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](O)=[O:21])=[C:13]([O:23][CH3:24])[CH:12]=3)[CH2:4][CH3:5])[CH3:2].[C:25](N1C=CN=C1)([N:27]1C=CN=[CH:28]1)=O.Cl.CNC>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]([N:27]([CH3:28])[CH3:25])=[O:21])=[C:13]([O:23][CH3:24])[CH:12]=3)[CH2:1][CH3:2])[CH3:5]

参加物

5

反応物 3

HCID 10473Dimethylamine, hydrochlorideHCID 682631,1'-CarbonyldiimidazoleHCID 591987141-(1-Ethylpropyl)-8-methoxy-4-oxo-4,5-dihydroimidazo[1,5-a]-quinoxaline-7-carboxyic acid

生成物 1

HCID 591986961-(1-Ethylpropyl)-8-methoxy-N,N-dimethyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-(1-Ethylpropyl)-8-methoxy-4-oxo-4,5-dihydroimidazo[1,5-a]-quinoxaline-7-carboxyic acid as synthesized in above Example 32, 329 mg, N,N-diimethylformamide 5 mL and 1,1′-carbonyldiimidazole 275 mg were mixed and stirred for an hour at room temperature in nitrogen atmosphere. Dimethylamine hydrochloride 816 mg was added, followed by 5.5 hours' stirring. The reaction mixture was diluted with water, extracted with ethyl acetate and washed with saturated saline. The extract was dried over anhydrous sodium sulfate, and from which the solvent was distilled off. To the residue tert-butyl methyl ether was added, heated under stirring, and the precipitate was recovered by filtration, followed by washing with tert-butyl methyl ether. The product was dried in flowing air (40° C.) to provide 223 mg of the title compound.

後処理

  1. additionwere mixed
  2. stirring' stirring
  3. extractionextracted with ethyl acetate
  4. washwashed with saturated saline
  5. dry with materialThe extract was dried over anhydrous sodium sulfate
  6. distillationfrom which the solvent was distilled off
  7. additionTo the residue tert-butyl methyl ether was added
  8. temperatureheated
  9. stirringunder stirring
  10. filtrationthe precipitate was recovered by filtration
  11. washby washing with tert-butyl methyl ether
  12. customThe product was dried
  13. customair (40° C.)

出典と根拠

ORDレコード
ord-9475eb8727d442dcb4e244d6a6ce9b34
出典データセット
uspto-grants-2014_09
特許番号
US08829000B2

反応ノート

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