Reaktion #67168

Reaktionsgleichung

2,4-Difluoro-N-[5-[4-{5-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]benzenesulfonamide

sodium hydroxide

→

title compound

Ausbeute 3.5%

2,4-Difluoro-N-[5-(4-{5-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1H-indazol-6-yl)-2-(methyloxy)-3-pyridinyl]benzenesulfonamide

Ausbeute 3.5%

Lösungsmittel

DMSO

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was dried down under a stream of nitrogen
2. 2
   Sonstigethe residue partitioned between ethyl acetate (5 ml) and saturated ammonium chloride (2 ml)
3. 3
   SonstigeThe organic layer was separated
4. 4
   Sonstigedried
5. 5
   Sonstigethe solvent removed in vacuo
6. 6
   Sonstigeto give a brown gum
7. 7
   Sonstigepurified by high pH MDAP (Method E, extended run)
8. 8
   SonstigeThe product-containing fraction was dried under a stream of nitrogen

Vorschrift

2,4-Difluoro-N-[5-[4-{5-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]benzenesulfonamide (84 mg, 0.110 mmol) was dissolved in 1,4-dioxane (1 ml) and sodium hydroxide (1 ml, 0.110 mmol) was added. The mixture was stirred at room temperature for 1 h. The mixture was dried down under a stream of nitrogen and the residue partitioned between ethyl acetate (5 ml) and saturated ammonium chloride (2 ml). The organic layer was separated, dried by passing through a hydrophobic frit and the solvent removed in vacuo to give a brown gum. This was dissolved in DMSO (1 ml) and purified by high pH MDAP (Method E, extended run). The product-containing fraction was dried under a stream of nitrogen to give the title compound as a cream solid (2.4 mg).

Quelle