Sodium ethoxide → HCID 86604697, Verbindung

HRID 31469

Reaktionsgleichung

Reaktionsgleichung von HRID 31469
[O-]CC.[Na+].ClCC1OC([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:23]([CH3:24])=[C:22]([F:25])[CH:21]=[C:20]([C:26]([NH:28]C4CC4)=[O:27])[CH:19]=3)=[CH:14][CH:13]=2)=NN=1>C(O)C>[F:25][C:22]1[CH:21]=[C:20]([C:26]([NH2:28])=[O:27])[CH:19]=[C:18]([C:15]2[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=2)[C:23]=1[CH3:24]

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 693149174'-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1'-biphenyl-3-carboxamide2×

Produkt 1

HCID 86604697HCID 86604697, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Freshly prepared sodium ethoxide in ethanol (0.2M, 0.8 ml) was added to a solution of (4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 34) (50 mg) in ethanol (1 ml) and the reaction stirred at room temperature for 18 hours. The reaction was reduced to dryness under vacuum and the residue partitioned between ethyl acetate and water. The organic phase dried (magnesium sulphate) and reduced to dryness under vacuum. The residue was purified by HPLC to give N-cyclopropyl-4′-[5-ethoxymethyl)-1,3,4-oxadiazol-2-yl]-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide.

Aufarbeitung

  1. customthe residue partitioned between ethyl acetate and water
  2. dry with materialThe organic phase dried (magnesium sulphate)
  3. customThe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-01140e8d3fa24085a648bb18a36c93a3
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425555B2

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