Ethanol → 3-(2-Aminoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid

HRID 2207730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2207730
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]3[CH2:14][CH2:13][NH:12][C:11](=[O:15])[C:7]=3[NH:8]2)=[CH:4][C:3]=1[O:16][CH3:17].C([OH:20])C.[OH-].[K+]>O>[NH2:12][CH2:13][CH2:14][C:6]1[C:5]2[C:9](=[CH:10][C:2]([F:1])=[C:3]([O:16][CH3:17])[CH:4]=2)[NH:8][C:7]=1[C:11]([OH:20])=[O:15]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14797Potassium Hydroxide2×HCID 616433HCID 616433, Verbindung

Produkt 1

HCID 6164323-(2-Aminoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of 7-fluoro-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one (780 mg), ethanol (5.00 mL), and water (5.00 mL) was added potassium hydroxide (1.58 g), followed by stirring at 80° C. overnight. Potassium hydroxide (1.58 g) was added to the reaction mixture, followed by stirring at 100° C. for 6 hours. After cooling to room temperature, the solvent was evaporated under reduced pressure. The obtained residue was dissolved in water (10.0 mL), to the mixture was added acetic acid (3.00 mL), and the precipitated solid was collected by filtration and dried under reduced pressure to obtain 3-(2-aminoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid (607 mg) as a reddish brown solid.

Aufarbeitung

  1. stirringby stirring at 100° C. for 6 hours
  2. temperatureAfter cooling to room temperature
  3. customthe solvent was evaporated under reduced pressure
  4. dissolutionThe obtained residue was dissolved in water (10.0 mL), to the mixture
  5. additionwas added acetic acid (3.00 mL)
  6. filtrationthe precipitated solid was collected by filtration
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8fd1e2ba7bd1484c89f0a0eb0dcab6c4
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376449B2

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