Triethylamine → N-(2,6-dimethylphenyl)hexahydro-3,3-dimethyl-2-(1-methylethyl)-1-oxoimidazo[1,5-a]pyrazine-7(8H)-acetamide

HRID 35332

Reaktionsgleichung

Reaktionsgleichung von HRID 35332
Cl[CH2:2][C:3]([NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:13])=[O:4].[CH3:14][C:15]1([CH3:28])[N:19]2[CH2:20][CH2:21][NH:22][CH2:23][CH:18]2[C:17](=[O:24])[N:16]1[CH:25]([CH3:27])[CH3:26].C(N(CC)CC)C>CN(C)C=O>[CH3:13][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([CH3:12])[C:6]=1[NH:5][C:3](=[O:4])[CH2:2][N:22]1[CH2:21][CH2:20][N:19]2[C:15]([CH3:14])([CH3:28])[N:16]([CH:25]([CH3:26])[CH3:27])[C:17](=[O:24])[CH:18]2[CH2:23]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 707982-Chloro-N-(2,6-dimethylphenyl)acetamideHCID 21295654hexahydro-3,3-dimethyl-2-(1-methylethyl)imidazo[1,5-a]pyrazin-1(5H)-one

Produkt 1

HCID 14230242N-(2,6-dimethylphenyl)hexahydro-3,3-dimethyl-2-(1-methylethyl)-1-oxoimidazo[1,5-a]pyrazine-7(8H)-acetamideAusbeute 72,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A mixture of 8.2 parts of 2-chloro-N-(2,6-dimethylphenyl)acetamide, 7.2 parts of hexahydro-3,3-dimethyl-2-(1-methylethyl)imidazo[1,5-a]pyrazin-1(5H)-one, 7 parts of N,N-diethylethanamine and 54 parts of N,N-dimethylformamide was stirred and heated for 3 hours at 75° C. After cooling to 0° C., the precipitate was filtered off and the filtrate was evaporated. The residue was dissolved in 300 parts of trichloromethane. This solution was washed with 50 parts of water, dried, filtered and evaporated. The residue was triturated in 2,2'-oxybispropane. After cooling to 0° C., the product was filtered off and dried, yielding 9.2 parts (72.7%) of N-(2,6-dimethylphenyl)hexahydro-3,3-dimethyl-2-(1-methylethyl)-1-oxoimidazo[1,5-a]pyrazine-7(8H)-acetamide; mp. 155° C. (intermediate 101).

Aufarbeitung

  1. temperatureAfter cooling to 0° C.
  2. filtrationthe precipitate was filtered off
  3. customthe filtrate was evaporated
  4. dissolutionThe residue was dissolved in 300 parts of trichloromethane
  5. washThis solution was washed with 50 parts of water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was triturated in 2,2'-oxybispropane
  10. temperatureAfter cooling to 0° C.
  11. filtrationthe product was filtered off
  12. customdried

Quellen und Nachweise

ORD-Eintrag
ord-aefb654b87b7431f99ffecb3fefb8341
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04766125

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