Potassium Iodide → N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

HRID 1195686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195686
Cl.[CH3:2][S:3]([NH:6][C:7]1[CH:15]=[C:14]2[C:10]([CH2:11][CH:12]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:13]2=[O:16])=[CH:9][CH:8]=1)(=[O:5])=[O:4].Br[CH2:24][CH2:25][C:26]1[CH:27]=[CH:28][C:29]2[C:30]([CH:34]=1)=[N:31][O:32][N:33]=2.C(=O)(O)[O-].[Na+].[I-].[K+]>C(#N)C>[N:33]1[O:32][N:31]=[C:30]2[CH:34]=[C:26]([CH2:25][CH2:24][N:20]3[CH2:21][CH2:22][CH:17]([CH:12]4[C:13](=[O:16])[C:14]5[C:10](=[CH:9][CH:8]=[C:7]([NH:6][S:3]([CH3:2])(=[O:4])=[O:5])[CH:15]=5)[CH2:11]4)[CH2:18][CH2:19]3)[CH:27]=[CH:28][C:29]=12

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 117758995-(2-Bromoethyl)benzofurazanHCID 197591836-Methanesulfonamido-2-(4-piperidyl)indan-1-one hydrochloride

Produkt 1

HCID 54107427N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In the manner described in Example 14, 6-methanesulfonamido-2-(4-piperidyl)-indan-1-one hydrochloride (0.20 g, 0.58 mmol), 5-(2-bromoethyl)benzofurazan (0.395 g, 1.74 mmol), sodium bicarbonate (0.146 g, 1.74 mmol) and potassium iodide (20 mg), in 20 mL of acetonitrile were heated under reflux for 30 hours. After purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment with ethanol HCl, crystallization from methanol gave the title compound as a white solid, mp 214°-217° C.

Aufarbeitung

  1. temperaturewere heated
  2. temperatureunder reflux for 30 hours
  3. customAfter purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment
  4. customwith ethanol HCl, crystallization from methanol

Quellen und Nachweise

ORD-Eintrag
ord-55a7a0ef3bdc4910bf893274e3abe5b0
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112824

Notizen zur Reaktion

Wird geladen…