Maleic Acid → 4-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone maleate

HRID 2209970Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2209970
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[NH:21][C:20](=[O:28])[CH:19]=3)[CH2:12][CH2:11]2)=[CH:2]1.[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>CO.O1CCCC1>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[NH:21][C:20](=[O:28])[CH:19]=3)[CH2:12][CH2:11]2)=[CH:2]1

Komponenten

5

Edukt 2

HCID 444266Maleic AcidHCID 3073949Swr 00151

Produkt 1

HCID 677852834-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone maleateAusbeute 61,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 4-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone (III-2) (500 mg, 1.35 mmol) in methanol (15 ml) and tetrahydrofuran (25 ml) was refluxed until solids were dissolved. Under the same conditions, maleic acid (172.9 mg, 1.49 mmol) in methanol (10 ml) was added thereto and then the solvent was distilled off from the reaction mixture. The residue was crystallized with acetone and then recrystallized from acetone-methanol to give the desired product (III'-2-b) (404 mg) as pale yellow crystals (138°-141 ° C., yield 61.4%)

Aufarbeitung

  1. temperaturewas refluxed until solids
  2. dissolutionwere dissolved
  3. distillationthe solvent was distilled off from the reaction mixture
  4. customThe residue was crystallized with acetone
  5. customrecrystallized from acetone-methanol

Quellen und Nachweise

ORD-Eintrag
ord-e6cdfea81df74dbd95e854fb494ab13f
Quelldatensatz
uspto-grants-1995_10
Patentnummer
US05457099

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