HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379999Generated: October 25, 2026
Sodium Carbonate → (1S,2R)-4-Fluoro-4'-(2-hydroxy-1-methyl-4-pyridin-3-yl-butoxy)biphenyl-3-carbonitrile
https://huagongshe.com/reaction/379999
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Reactant | (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid | HCID 54413593 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (1S,2R)-4-Fluoro-4'-(2-hydroxy-1-methyl-4-pyridin-3-yl-butoxy)biphenyl-3-carbonitrile | HCID 53853615 | — |
Reaction Steps
Prepared according to the method described in Example 12 from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.4 g, Example 33), 3-cyano-4-flurobromobenzene (0.399 g), ethanol (10 ml), 2M aqueous sodium carbonate (1.66 ml) and tetrakis(triphenylphosphine)palladium (0) (0.3 g) with heating at 80° C. for 3 hours. After work-up, the residue was purified by normal-phase HPLC eluting a gradient of 0-10% ethanol in dichloromethane to give the title compound as a solid. (0.24 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-57fa8a56fc5f40a5ba86f6c4c8cea0aa |
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| Source note | uspto-grants-2001_10 |
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