Brimonidine → 8-(5-Bromo-6-quinoxalinyl)-2,3,5,6,7,8-hexahydro-5-oxoimidazo[1,2-a]pyrimidine-7-carboxylic acid

HRID 493106

Reaktionsgleichung

Reaktionsgleichung von HRID 493106
[CH:1]1[CH:2]=[C:3]([NH:12][C:13]2[NH:17][CH2:16][CH2:15][N:14]=2)[C:4]([Br:11])=[C:5]2[N:10]=[CH:9][CH:8]=[N:7][C:6]=12.[C:18]1(=[O:24])[O:23][C:21](=[O:22])[CH:20]=[CH:19]1>C(O)C>[Br:11][C:4]1[C:3]([N:12]2[CH:20]([C:21]([OH:23])=[O:22])[CH2:19][C:18](=[O:24])[N:17]3[CH2:16][CH2:15][N:14]=[C:13]23)=[CH:2][CH:1]=[C:6]2[C:5]=1[N:10]=[CH:9][CH:8]=[N:7]2

Komponenten

4

Edukt 2

HCID 2435BrimonidineHCID 7923Maleic Anhydride

Produkt 1

HCID 160491058-(5-Bromo-6-quinoxalinyl)-2,3,5,6,7,8-hexahydro-5-oxoimidazo[1,2-a]pyrimidine-7-carboxylic acidAusbeute 112,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Brimonidine (7.0 g) and maleic anhydride (3.53 g) were added to ethanol free chloroform (200 ml) and heated to 50° C. overnight. The solvent was evaporated and the residue slurried in MeCN (50 ml) at 30° C. for 2 h. The resultant solid was filtered washed with MeCN (25 ml) and dried in an oven at 40° C. to yield 10.5 g of 8-(5-bromoquinoxalin-6-yl)-5-oxo-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyrimidine-7-carboxylic acid.

Aufarbeitung

  1. customThe solvent was evaporated
  2. filtrationThe resultant solid was filtered
  3. washwashed with MeCN (25 ml)
  4. customdried in an oven at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-2e3da84cdc714d4f841db933b714726b
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534795B2

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