Sodium Hydroxide → HCID 70800717, Verbindung

HRID 2038798Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038798
[OH-].[Na+].[C:3]([O:7][C:8](=[O:17])[NH:9][C:10]1([C:14](=O)[CH3:15])[CH2:13][CH2:12][CH2:11]1)([CH3:6])([CH3:5])[CH3:4].[I:18][C:19]1[CH:20]=[C:21]([CH:26]=O)[C:22]([NH2:25])=[N:23][CH:24]=1>CCO>[C:3]([O:7][C:8](=[O:17])[NH:9][C:10]1([C:14]2[CH:15]=[CH:26][C:21]3[C:22](=[N:23][CH:24]=[C:19]([I:18])[CH:20]=3)[N:25]=2)[CH2:13][CH2:12][CH2:11]1)([CH3:6])([CH3:5])[CH3:4]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 177501772-Amino-5-iodopyridine-3-carbaldehydeHCID 67508029(1-Acetyl-cyclobutyl)-carbamic acid tert-butyl ester

Produkt 1

HCID 70800717HCID 70800717, VerbindungAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Freshly ground NaOH (0.32 g, 7.9 mmol) was dissolved in absolute EtOH (25 mL). To this solution was added (1-acetyl-cyclobutyl)-carbamic acid tert-butyl ester (0.84 g, 3.95 mmol) and 5-iodo-2-aminopyridine-3-carboxaldehyde (0.932 g, 3.76 mmol) simultaneously as a solution in EtOH (25 mL). The reaction was allowed to stir for 72 h and the volatiles were removed in vacuo. This crude residue was diluted with CH2Cl2, absorbed onto SiO2 by removal of solvent in vacuo and purified via SiO2 flash chromatography (20-75% EtOAc-hexane) to afford the title compound as a white solid (1.34 g, 84%), m/z=366.4.

Aufarbeitung

  1. customthe volatiles were removed in vacuo
  2. additionThis crude residue was diluted with CH2Cl2
  3. customabsorbed onto SiO2 by removal of solvent in vacuo
  4. custompurified via SiO2 flash chromatography (20-75% EtOAc-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-bde19b3b43b54898a1c8f7e9919e775c
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575360B2

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