6-[4-(2-tert-Butoxycarbonylamino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone → 6-[4-(2-amino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone

HRID 704635

Reaktionsgleichung

Reaktionsgleichung von HRID 704635
C(OC([NH:8][C:9]1[S:10][C:11]([C:15]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:24]=[C:25]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]4)[CH2:19][CH2:18]2)=[O:16])=[C:12]([CH3:14])[N:13]=1)=O)(C)(C)C>C(O)=O>[NH2:8][C:9]1[S:10][C:11]([C:15]([N:17]2[CH2:18][CH2:19][N:20]([C:23]3[CH:24]=[C:25]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]4)[CH2:21][CH2:22]2)=[O:16])=[C:12]([CH3:14])[N:13]=1

Komponenten

3

Edukt 1

HCID 200728916-[4-(2-tert-Butoxycarbonylamino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone

Produkt 1

HCID 200727936-[4-(2-amino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinoneAusbeute 95,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

6-[4-(2-tert-Butoxycarbonylamino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone (1.2 g) was dissolved in formic acid (25 ml) and the solution was stirred for 4 hours at ambient temperature. After the solvent was removed, ethyl acetate (10 ml) and water (10 ml) was added to the residue and the mixture was adjusted to pH 4.5 with 10% aqueous solution of potassium carbonate. The resulting precipitate was collected and recrystallized from methanol-water to give 6-[4-(2-amino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone (0.9 g).

Aufarbeitung

  1. customAfter the solvent was removed
  2. additionethyl acetate (10 ml) and water (10 ml) was added to the residue
  3. customThe resulting precipitate was collected
  4. customrecrystallized from methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-5682d432bcc64531b954917cebff8033
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04988698

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