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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380054Generated: October 26, 2026

Sodium Carbonate → (1S,2R)-4'-[1-Ethyl-2-hydroxy-4-pyridin-3-yl-butoxyl]-4-fluorobiphenyl-3-sulfonic acid amide

https://huagongshe.com/reaction/380054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-2-fluorobenzenesulfonamideHCID 5018756—
Reactant(3R,4S)-3-[4-(4-Bromophenoxy)-3-(t-butyldimethylsilanyloxy)hexyl]pyridineHCID 57090865—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product(1S,2R)-4'-[1-Ethyl-2-hydroxy-4-pyridin-3-yl-butoxyl]-4-fluorobiphenyl-3-sulfonic acid amideHCID 5720510373.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

Prepared according to the method described in Example 12b) from from (3R,4S)-3-[4-(4-Bromophenoxy)-3-(t-butyldimethylsilanyloxy)hexyl]pyridine (0.20 g, Example 88b)), 2-fluoro-5-bromophenylsulfonamide (0.177 g, Example 35a)), 2M aqueous sodium carbonate (0.54 ml) and tetrakis(triphenylphosphine)palladium (0) (0.014 g) in ethanol (3 ml) with heating at 90 ° C. for 4 hours. The residue was purified by column chromatography over silica eluting with ethyl acetate to give the title compound as a foam (0.14 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300352B1
Source datasetuspto-grants-2001_10
ORD IDord-0fca288079da4eb2aab0525a5ba69d35
Source noteuspto-grants-2001_10