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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036045Generated: October 30, 2026

Sodium hydride → 5-Chloro-6-((4'-fluoro spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methoxy)pyridine-3-sulfonamide

https://huagongshe.com/reaction/1036045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant5,6-Dichloropyridine-3-sulfonamideHCID 4730921—
Reactant(4'-Fluorospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methanolHCID 67126697—
SolventDimethylformamideHCID 6228—
Product5-Chloro-6-((4'-fluoro spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methoxy)pyridine-3-sulfonamideHCID 67126917—

Reaction Steps

To a solution of EXAMPLE 350C (89 mg) in N,N-dimethylformamide (3 mL) was added NaH (65% in mineral oil, 36 mg). The mixture was stirred for 30 minutes, and then 5,6-dichloropyridine-3-sulfonamide (85 mg) was added. The mixture was stirred overnight. The mixture was poured over aqueous NH4Cl and extracted with ethyl acetate (100 mL). The combined organic layers were washed with water, brine and dried over Na2SO4. After filtration and evaporation of the solvent, the residue was loaded on a silica gel cartridge and eluted with 30% ethyl acetate in hexane to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546399B2
Source datasetuspto-grants-2013_10
ORD IDord-f5393e1e1e4b4b0881c775b51a46e559
Source noteuspto-grants-2013_10