Einecs 211-027-4 → HCID 178450069, Verbindung

HRID 480485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 480485
[CH:1]1([NH:4][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:17]([OH:45])([C:21]4[N:22]=[CH:23][N:24](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[CH:25]=4)[CH:18]([CH3:20])[CH3:19])[CH:13]=3)[CH:8]=2)=[O:6])[CH2:3][CH2:2]1.[Cl-].[NH+]1C=CC=CC=1.C(=O)(O)[O-].[Na+]>CO>[CH:1]1([NH:4][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:17]([OH:45])([C:21]4[N:22]=[CH:23][NH:24][CH:25]=4)[CH:18]([CH3:20])[CH3:19])[CH:13]=3)[CH:8]=2)=[O:6])[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 69401Einecs 211-027-4HCID 516892Sodium BicarbonateHCID 18769022N-cyclopropyl-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthamide

Produkt 1

HCID 178450069HCID 178450069, VerbindungAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of N-cyclopropyl-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthamide (16.0 g) and pyridinium chloride (6.46 g) in methanol (84 mL) was heated at 60° C. for 3 h. The mixture was neutralized with sodium bicarbonate solution. The solvent was evaporated and the residue was dissolved in ethanol and insoluble material was filtered off. The filtrate was concentrated and purified by column chromatography (eluent; CHCl3: 8% methanolic ammonia=19:1→9:1) to give the titled compound (8.9 g) as a colorless powder.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in ethanol
  3. filtrationinsoluble material was filtered off
  4. concentrationThe filtrate was concentrated
  5. custompurified by column chromatography (eluent; CHCl3: 8% methanolic ammonia=19:1→9:1)

Quellen und Nachweise

ORD-Eintrag
ord-314b47e8205c4fd99e0b721052acf9d6
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06649643B1

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