Sodium Iodide → 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanol

HRID 862556Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 862556
[OH:1][C:2]1[C:3]2[N:4]([C:8]([CH2:12][OH:13])=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+].Cl[CH2:23][C:24]1[C:29]([CH3:30])=[CH:28][CH:27]=[CH:26][C:25]=1[NH:31][C:32](=[O:38])[O:33][CH2:34][CH2:35][O:36][CH3:37]>CC(C)=O>[CH3:37][O:36][CH2:35][CH2:34][O:33][C:32]([NH:31][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]([CH3:30])[C:24]=1[CH2:23][O:1][C:2]1[C:3]2[N:4]([C:8]([CH2:12][OH:13])=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1)=[O:38]

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 217173308-Hydroxy-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridineHCID 53835417HCID 53835417, Verbindung

Produkt 1

HCID 98656638-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanolAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 178 mg (1.0 mmol) of 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-methanol, 117 mg (1.1 mmol) of anhydrous sodium carbonate, 15 mg (0.1 mmol) of sodium iodide and 283 mg (1.1 mmol) of 2-methoxyethyl 2-chloromethyl-3-methylphenylcarbamate in 5 ml of acetone is stirred at RT for 48 h, worked up analogously to Example 2 and chromatographed by means of ethyl acetate/isopropyl alcohol (9:1). 247 mg (62%) of the title compound are obtained.

Aufarbeitung

  1. customchromatographed by means of ethyl acetate/isopropyl alcohol (9:1)

Quellen und Nachweise

ORD-Eintrag
ord-c555ab6241b149aaad4fd31931213f90
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05719161

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