반응 #73530

ord-524d5b8a89904105974cb1f5b6ff1260

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척washed successively with saturated NaHCO3 solution (30 mL) and brine (30 mL)
  2. 2
    건조dried over Na2SO4
  3. 3
    농축concentrated under reduced pressure
  4. 4
    기타purified by chromatography on a column of silica gel
  5. 5
    세척eluting with a 9/1 DCM/MeOH mixture

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08541455B2uspto-grants-2013_09