Piperidine → 2-Oxo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-sulfonic acid amide

HRID 1790941

Reaktionsgleichung

Reaktionsgleichung von HRID 1790941
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:8]=2)[NH:3]1.[N:15]1([CH2:20][CH2:21][O:22][C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[NH:28][C:27]([CH:32]=O)=[CH:26]3)[CH2:19][CH2:18][CH2:17][CH2:16]1.N1CCCCC1>C(O)C>[O:1]=[C:2]1[C:10](=[CH:32][C:27]2[NH:28][C:29]3[C:25]([CH:26]=2)=[CH:24][C:23]([O:22][CH2:21][CH2:20][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:31][CH:30]=3)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:11]([NH2:14])(=[O:12])=[O:13])[CH:8]=2)[NH:3]1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 101982322-Oxoindoline-5-sulfonamideHCID 220420925-(2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carbaldehyde

Produkt 1

HCID 693440832-Oxo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-sulfonic acid amideAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amide (28 mg, 0.13 mmol), 5-(2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carbaldehyde (34 mg, 0.13 mmol) and piperidine (0.1 mL) in ethanol (1 mL) was heated at 90° C. for 2 hours. The reaction was cooled at 0° C. for overnight. The precipitate was collected by vacuum filtration, washed with cold ethanol and dried to give 47 mg (80%) of the title compound as an orange solid.

Aufarbeitung

  1. temperatureThe reaction was cooled at 0° C. for overnight
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed with cold ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-19e07496845b43c59dc41f9f66a4c6b4
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071332B2

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