Reaktion #689507

ord-8819ed3aaec94db8883144845e215d3b

Reaktionsgleichung

CCN=C=NCCCN(C)C.Cl
N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride
O=C(O)[C@H]1CSCN1C(=O)Nc1ccc(Cl)cc1
(S)-3-(4-chlorophenylcarbamoyl)thiazolidine-4-carboxylic acid
Nc1ccc(N2CCOCC2=O)cc1
4-(4-aminophenyl)morpholin-3-one
O=C([O-])O.[Na+]
sodium hydrogencarbonate
O=C(Nc1ccc(N2CCOCC2=O)cc1)[C@H]1CSCN1C(=O)Nc1ccc(Cl)cc1
3-N-[(4-chlorophenyl)]-4-N-{[4-(3-oxomorpholin-4-yl)phenyl]}-(S)-thiazolidine-3,4-dicarboxamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe precipitate formed
  2. 2
    Filtrationis filtered off

Vorschrift

3.2 498 mg (2.60 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) are added to a solution of 573 mg (2.00 mmol) of (S)-3-(4-chlorophenylcarbamoyl)thiazolidine-4-carboxylic acid and 384 mg (2.00 mmol) of 4-(4-aminophenyl)morpholin-3-one in 4 ml of dimethylformamide (DMF), and the mixture is stirred at room temperature for 18 hours. The reaction mixture is added to saturated sodium hydrogencarbonate solution, and the precipitate formed is filtered off, giving 3-N-[(4-chlorophenyl)]-4-N-{[4-(3-oxomorpholin-4-yl)phenyl]}-(S)-thiazolidine-3,4-dicarboxamide (“A3”) as a colourless solid; ESI 461.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07906516B2uspto-grants-2011_03