Methyl 6-nitro-1H-indole-2-carboxylate → Methyl 6-amino-1H-indole-2-carboxylate

HRID 23153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23153
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([N+:14]([O-])=O)[CH:8]=2)=[O:4]>CO.C(OC(=O)C)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([NH2:14])[CH:8]=2)=[O:4]

Komponenten

4

Edukt 1

HCID 11816863Methyl 6-nitro-1H-indole-2-carboxylate

Produkt 1

HCID 22060206Methyl 6-amino-1H-indole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 21584119Ethylacetate methanolLösungsmittel

Versuchsvorschrift

To a solution of 6-Nitro-1H-indole-2-carboxylic acid methyl ester (108) 200 mg (0.91 mmole) in a mixture of methanol/ethylacetate 1:1 10% Pd/C (40 mg) was added. The flask was rinsed 3 times with hydrogen and filled with hydrogen at 30 to 35 psi. The suspension was stirred vigorously at room temperature for 30 minutes. The catalyst was filtered off, the filtrate was evaporated in vacuo to dryness. The resulted 6-amino-1H-indole-2-carboxylic acid methyl ester gave a single spot on TLC (Silica, toluene-ethylacetate 7:3, Rf:0.31) and was used for the next step without purification

Aufarbeitung

  1. additionwas added
  2. washThe flask was rinsed 3 times with hydrogen
  3. additionfilled with hydrogen at 30 to 35 psi
  4. filtrationThe catalyst was filtered off
  5. customthe filtrate was evaporated in vacuo to dryness

Quellen und Nachweise

ORD-Eintrag
ord-cdd6a8e0b30745f3a6723f492fb8731a
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849713B2

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