Sodium Bicarbonate → 2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile

HRID 242171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 242171
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[S:6][CH:7]=1.[NH2:15][C:16]1[C:21]([C:22]#[N:23])=[C:20]([C:24]2[CH:25]=[N:26][C:27]([O:30][CH2:31][CH2:32][OH:33])=[CH:28][CH:29]=2)[C:19]([C:34]#[N:35])=[C:18]([SH:36])[N:17]=1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[NH2:15][C:16]1[C:21]([C:22]#[N:23])=[C:20]([C:24]2[CH:25]=[N:26][C:27]([O:30][CH2:31][CH2:32][OH:33])=[CH:28][CH:29]=2)[C:19]([C:34]#[N:35])=[C:18]([S:36][CH2:2][C:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=3)[S:6][CH:7]=2)[N:17]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 178510485HCID 178510485, Verbindung

Produkt 1

HCID 247719802'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

63 mg (0.26 mmol) of 4-chloromethyl-2-(4-chlorphenyl)thiazole, 100 mg (0.23 mmol) of the compound from example 2A and 78 mg (0.93 mmol) of sodium bicarbonate are dissolved in 1.5 ml of DMF, and the reaction solution is stirred at RT for 20 h. The mixture is then filtered through a paper filter, and the filtrate is directly purified chromatographically by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). This gives the title compound as a beige solid.

Aufarbeitung

  1. filtrationThe mixture is then filtered through a paper
  2. filtrationfilter
  3. customthe filtrate is directly purified chromatographically by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

Quellen und Nachweise

ORD-Eintrag
ord-35501c1970c14f32b5473510a3342985
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653109B2

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