5-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione → 5-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

HRID 356245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 356245
[N:1]1[C:2]([CH2:10][O:11][C:12]2[CH:44]=[CH:43][C:15]([CH2:16][CH:17]3[S:21][C:20](=[O:22])[N:19](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:18]3=[O:42])=[CH:14][CH:13]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>FC(F)(F)C(O)=O>[N:1]1[C:2]([CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:16][CH:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:42])=[CH:43][CH:44]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Komponenten

3

Edukt 1

HCID 107698205-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione

Produkt 1

HCID 106893985-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dioneAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A procedure similar to that described in Example 1 was repeated, except that 3.0 g of 5-{4-(imidazo-[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethyl-thiazolidine-2,4-dione (prepared as described in Preparation 21) were reacted with 30 ml of trifluoroacetic acid for 1 hour. At the end of this time, the reaction mixture was freed from trifluoroacetic acid by distillation under reduced pressure. An aqueous solution of potassium carbonate and ethyl acetate were added to the residue, and the resulting precipitated insoluble material was collected by filtration, dried over anhydrous sodium sulfate and recrystallized from ethanol, to give 0.8 g of the title compound, melting at 197°-202° C.

Aufarbeitung

  1. distillationAt the end of this time, the reaction mixture was freed from trifluoroacetic acid by distillation under reduced pressure
  2. additionAn aqueous solution of potassium carbonate and ethyl acetate were added to the residue
  3. customthe resulting precipitated insoluble material
  4. filtrationwas collected by filtration
  5. dry with materialdried over anhydrous sodium sulfate
  6. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-8fe2b229cc57431181063e87f7eca1f7
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834501

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