تفاعل #1828902

ord-486a301b1a5548ff918bdedb400cea72

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصThe resulting solution is extracted with EtOAc (2×400 ml)
  2. 2
    غسيلthe combined EtOAc portions washed with 2N HCl (800 ml), saturated NaCl solution (800 ml)
  3. 3
    تجفيفdried over MgSO4
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىThe resulting solid is recrystallized from EtOAc/hexanes

الإجراء التجريبي

To a solution of 2-(4'-fluoro-4-biphenylylmethyl)-6-[2-(N-hydroxyamino)ethoxy]-1-oxo-1,2,3,4-tetrahydroisoquinoline (~22.5 mmol) in 1,4-dioxane (50 ml) and methylene chloride (30 ml), is added trimethylsilylisocyanate (3.36 ml). The reaction mixture is stirred at room temperature overnight and is subsequently diluted with H2O (500 ml). The resulting solution is extracted with EtOAc (2×400 ml) and the combined EtOAc portions washed with 2N HCl (800 ml), saturated NaCl solution (800 ml), dried over MgSO4, and concentrated in vacuo. The resulting solid is recrystallized from EtOAc/hexanes to give 2-(4'-fluoro-4-biphenylylmethyl)-6-[2-(N-aminocarbonyl-N-hydroxyamino)-ethoxy]-1-oxo-1,2,3,4-tetrahydroisoquinoline, m.p. 171°-172°.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05334600uspto-grants-1994_08