Hydrochloric Acid → N-(2quinolinylcarbonyl)-L-isoasparagine

HRID 971052

Reaktionsgleichung

Reaktionsgleichung von HRID 971052
[NH2:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5].O.C(=O)(O)[O-].[C:15](O)(=[O:26])[C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1.Cl>COCCOC.CN(C)C=O>[N:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:24]=[CH:25][C:16]=1[C:15]([NH:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5])=[O:26]

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 962WaterHCID 7124Quinaldic AcidHCID 7015702Isoasparagine

Produkt 1

HCID 59936550N-(2quinolinylcarbonyl)-L-isoasparagineAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

To a solution of 0.50 g (3.78 mmol) of L-isoasparagine in 5.0 mL H2O containing ˜45 mg (1.5 eq) of solid bicarbonate. To this was added a suspension of 1.02 g (3.78 mmol) quinaldic acid, N-hydroxysuccinamide ester in ethylene glycol dimethylether, and the suspension was solubilized by the addition of 10 mL of dimethylformamide. After 3 hours the solution was acidified by the addition of 5% HCl (aqueous) and the product was filtered and washed with water, dried under vacuum to yield 750 mg (70% yield) of N-(2-quinolinylcarbonyl)-L isoasparagine.

Aufarbeitung

  1. additionTo this was added
  2. filtrationthe product was filtered
  3. washwashed with water
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9f52a406bc2042b5910461ce5236f60b
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312333B2

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