HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594936Generated: October 31, 2026
Cesium carbonate → 6-(3-Methoxyphenyl)-2-naphthalenecarbonitrile
https://huagongshe.com/reaction/1594936
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Reactant | 6-Cyano-2-naphthyl trifluoromethanesulfonate | HCID 15541822 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(3-Methoxyphenyl)-2-naphthalenecarbonitrile | HCID 21706850 | 54% |
Reaction Steps
A solution of Example 28B (300 mg, 1 mmol), palladium (II) acetate (22 mg, 0.1 mmol) and 1-1′-bis(diphenyphosphino)ferrocene (111 mg, 0.2 mmol) was stirred in DMF (3 mL) for 15 min, treated with Cs2CO3 (813 mg, 2.5 mmol) and 3-methoxyphenylboronic acid (228 mg, 1.5 mmol), stirred for 20 min at 80° C., cooled, treated with pH 7 buffer (10 mL) and extracted with diethyl ether. The ether extracts were dried (MgSO4), concentrated and purified on silica gel with 10% ethyl acetate/haexane to provide 140 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06284796B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-15daa46ed564431182e3230f4ba3cf96 |
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| Source note | uspto-grants-2001_09 |
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