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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-fluorobenzenesulfonamide | HCID 5018756 | — |
| Reactant | (3R,4S)-3-[4-(4-Bromophenoxy)-3-(t-butyldimethylsilanyloxy)hexyl]pyridine | HCID 57090865 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (1S,2R)-4'-[1-Ethyl-2-hydroxy-4-pyridin-3-yl-butoxyl]-4-fluorobiphenyl-3-sulfonic acid amide | HCID 57205103 | 73.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06300352B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-0fca288079da4eb2aab0525a5ba69d35 |
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| Source note | uspto-grants-2001_10 |
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