Tetrahydrofuran → 6-Amino-4-methyl-beta-carboline-3-carboxylic-acid-ethylester

HRID 1085448Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1085448
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([N+:20]([O-])=O)=[CH:13][CH:12]=3)=[O:5])[CH3:2].O1CCCC1>C(O)C.[C].[Pd]>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([NH2:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 8028TetrahydrofuranHCID 130373364-Methyl-6-nitro-beta-carbolin-3-carboxylic acid ethyl ester

Produkt 1

HCID 130373386-Amino-4-methyl-beta-carboline-3-carboxylic-acid-ethylesterAusbeute 88,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

1.02 g of 4-methyl-6-nitro-β-carbolin-3-carboxylic acid ethyl ester is dissolved or suspended in 30 ml of ethanol and 6 ml of tetrahydrofuran and, after the addition of 150 ml of palladium-carbon (10%), is hydrogenated at 24° C. and normal pressure. Within 3.5 hours, 210 ml of hydrogen is absorbed. The solution is filtered off and the catalyst and the solvent is distilled off in vacuo. The crude product is recrystallized from methanol-chloroform. 816 mg of 6-amino-4-methyl-β-carbolin-3-carboxylic acid ethyl ester of melting point 225°-238° C. (decomposition) is obtained.

Aufarbeitung

  1. customis hydrogenated at 24° C.
  2. custom210 ml of hydrogen is absorbed
  3. filtrationThe solution is filtered off
  4. distillationthe catalyst and the solvent is distilled off in vacuo
  5. customThe crude product is recrystallized from methanol-chloroform

Quellen und Nachweise

ORD-Eintrag
ord-cc63fabfe0d3425bb62c6a0fa6ded733
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05010077

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