Water → 4-chloro-N-[2-(2-chloro-5-nitro-benzoyl)-5-methyl-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide

A mixture of 4-chloro-N-[2-(2-chloro-5-nitro-benzoyl)-5-methyl-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide (230 mg, 0.398 mmol) in 4 M HCl in dioxane (4 mL) and water (1 mL) was 50° C. for overnight. Reaction mixture was cooled to room temperature, evaporated to dryness and treated slowly with saturated aqueous NaHCO3 solution until pH 7-8. The mixture was extracted with EtOAc (2×25 mL), dried (anhydrous Na2SO4) and concentrated. The obtained residue was purified by flash chromatography (SiO2, 50% EtOAc-hexanes) to afford 4-chloro-N-[2-(2-chloro-5-nitro-benzoyl)-5-methyl-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide (136 mg) in 64% yield. ESMS m/z (relative intensity): 533.9 (M+H)+ (90), 555.9 (M+Na)+ (100).

1. customReaction mixture
2. customevaporated to dryness
3. additiontreated slowly with saturated aqueous NaHCO3 solution until pH 7-8
4. extractionThe mixture was extracted with EtOAc (2×25 mL)
5. dry with materialdried (anhydrous Na2SO4)
6. concentrationconcentrated
7. customThe obtained residue was purified by flash chromatography (SiO2, 50% EtOAc-hexanes)

ORD 기록

ord-2009416324754345a9f2f6dde1fe43ef

출처 데이터셋

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08093247B2