Dimethylacetamide → 1-Cyclohexyl-7-(3-methyl-[1,2,4]-oxadiazol-5-yl)imidazo-[1,5-a]quinoxalin-4(5H)-one

HRID 576827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 576827
[CH:1]1([C:7]2[N:11]3[C:12]4[C:17]([NH:18][C:19](=[O:20])[C:10]3=[CH:9][N:8]=2)=[CH:16][C:15]([C:21]([OH:23])=O)=[CH:14][CH:13]=4)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C)C(=O)C.C(N1C=CN=C1)(N1C=CN=C1)=O.O[NH:43][C:44](=[NH:46])[CH3:45]>O>[CH:1]1([C:7]2[N:11]3[C:12]4[C:17]([NH:18][C:19](=[O:20])[C:10]3=[CH:9][N:8]=2)=[CH:16][C:15]([C:21]2[O:23][N:46]=[C:44]([CH3:45])[N:43]=2)=[CH:14][CH:13]=4)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 31374DimethylacetamideHCID 682631,1'-CarbonyldiimidazoleHCID 591986821-Cyclohexyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxylic acidHCID 178465666HCID 178465666, Verbindung

Produkt 1

HCID 591987781-Cyclohexyl-7-(3-methyl-[1,2,4]-oxadiazol-5-yl)imidazo-[1,5-a]quinoxalin-4(5H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1-Cyclohexyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxyic acid as synthesized in Example 58, 300 mg, N,N-dimethylacetamide 5 mL and 1,1′-carbonyldiimidazole 266 mg were mixed and stirred for 30 minutes at room temperature. To the reaction liquid 143 mg of N-hydroxyacetamidine was added, followed by 12 hours' stirring at 110° C. After returning it to the room temperature, water was added thereto and the precipitated matter was recovered by filtration. Drying the precipitate by heating under reduced pressure, 210 mg of the title compound was obtained.

Aufarbeitung

  1. additionwere mixed
  2. additionwas added
  3. waitfollowed by 12 hours
  4. stirring' stirring at 110° C
  5. additionwas added
  6. filtrationthe precipitated matter was recovered by filtration
  7. customDrying the precipitate
  8. temperatureby heating under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-095856d675b94432af8c1cc8144b8776
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040536B2

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