m-Chloroperbenzoic acid → 6-Chloro-pyridine-3-sulfonic acid[3-chloro-4-(naphthalene-2-sulfinyl)-phenyl]-amide

To a solution of 6-Chloro-pyridine-3-sulfonic acid [3-chloro-4-(naphthalen-2-ylsulfanyl)-phenyl]-amide (94, 55 mg, 0.12 mmol) in CH2Cl2 (2 mL), was added dropwise a solution of m-chloroperoxybenzoic acid (mCPBA, Aldrich, 36 mg, 0.12 mmol) in CH2Cl2 (1 mL). The resulting mixture was stirred at ambient temperature for 1 hour and diluted with EtOAc (60 mL). The organic layer was washed with saturated aqueous NaHCO3 solution (50 mL), twice with brine solution (50 mL), dried over Na2SO4, and concentrated under vacuum. The crude solid was chromatographed (10-25% EtOAc in hexane) to yield 17 mg (30%) of 103 as an off white solid.

1. washThe organic layer was washed with saturated aqueous NaHCO3 solution (50 mL), twice with brine solution (50 mL)
2. dry with materialdried over Na2SO4
3. concentrationconcentrated under vacuum
4. customThe crude solid was chromatographed (10-25% EtOAc in hexane)

ORD record

ord-91f7130cf40248f1819835e0a5c2d321

Source dataset

uspto-grants-2004_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06770648B2