Diethylamine → 1H-Indolamine

HRID 966482

Reaktionsgleichung

Reaktionsgleichung von HRID 966482
C([NH:3]CC)C.C(OC([C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22](CCOS(C)(=O)=O)[CH:23]=2)[NH:18][C:17]=1C(F)(F)F)=O)C1C=CC=CC=1>>[NH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[C:17]1[NH2:3]

Komponenten

3

Edukt 2

HCID 8021DiethylamineHCID 233938765-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic Acid Benzyl Ester

Produkt 1

HCID 1220741H-IndolamineAusbeute 20 %

Versuchsvorschrift

Diethylamine (0.48 mL, 4.63 mmol, 3 eq) was added into the crude 5-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic acid benzyl ester in dioxanes (20 mL) solution. The reaction mixture was heated to reflux overnight. After the solvent was removed, the residue was purified by gravity chromatography (SiO2, ethyl acetate-methanol-NH4OH) to yield the desire indole amine as pale yellow gel (20.0% yield). Elemental Analysis: C23H25F3N2O2.HCl: Calcd: C: 60.73; H: 5.76; N: 6.16. Found: C: 60.40; H: 5.83; N: 6.06. ESI-MS: m/z 419.73 (M+H)+.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux overnight
  3. customAfter the solvent was removed
  4. customthe residue was purified by gravity chromatography (SiO2, ethyl acetate-methanol-NH4OH)

Quellen und Nachweise

ORD-Eintrag
ord-43c09ca90268469c99bbc5b4ea19033f
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951848B2

Verknüpfte Notizen

Wird geladen…