تفاعل #73530

ord-524d5b8a89904105974cb1f5b6ff1260

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed successively with saturated NaHCO3 solution (30 mL) and brine (30 mL)
  2. 2
    تجفيفdried over Na2SO4
  3. 3
    تركيزconcentrated under reduced pressure
  4. 4
    أخرىpurified by chromatography on a column of silica gel
  5. 5
    غسيلeluting with a 9/1 DCM/MeOH mixture

الإجراء التجريبي

To a solution of 150 mg (0.27 mmol) of 6-(4-benzyl-5-oxo-2,5-dihydro-1H-pyrazol-1-yl)-N-[3-(benzyloxy)propyl]-N-cyclopentylpyridine-3-sulfonamide in 2 mL of DCM is added dropwise, at −78° C. under argon, 0.82 mL (0.82 mmol) of boron tribromide (1M in DCM). Stirring is continued for 1 hour at −78° C., and 2 mL of MeOH are then added at 0° C. The medium is taken up in 40 mL of DCM, washed successively with saturated NaHCO3 solution (30 mL) and brine (30 mL), dried over Na2SO4 and then concentrated under reduced pressure and purified by chromatography on a column of silica gel, eluting with a 9/1 DCM/MeOH mixture. 106 mg of 6-(4-benzyl-5-oxo-2,5-dihydro-1H-pyrazol-1-yl)-N-cyclopentyl-N-(3-hydroxypropyl)pyridine-3-sulfonamide are thus obtained in the form of a powder.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08541455B2uspto-grants-2013_09