HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380011Generated: October 25, 2026
Sodium Carbonate → HCID 57249035, compound
https://huagongshe.com/reaction/380011
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Bromo-4-methoxybenzonitrile | HCID 736049 | — |
| 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 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57249035 | HCID 57249035 | 65.9% |
Reaction Steps
Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.20 g, Example 33), 3-bromo-4-methoxybenzonitrile (0.20 g), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.03 g) in toluene (5 ml) and ethanol (2 ml), with heating at 90° C. for 4 hours. After work up, the residue was purified by normal-phase HPLC eluting with a gradient of 0-10% ethanol in dichloromethane to give the title compound as an oil (0.17 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-ad551788c1954a8294028df18f693282 |
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| Source note | uspto-grants-2001_10 |
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