HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096956Generated: October 26, 2026
Phenylboronic Acid → Methyl 2-(benzyloxy)-6-phenylisonicotinate
https://huagongshe.com/reaction/1096956
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Methyl 2-(benzyloxy)-6-chloroisonicotinate | HCID 57930944 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(benzyloxy)-6-phenylisonicotinate | HCID 57930997 | — |
Reaction Steps
Phenylboronic acid (3.4 g), Pd(OAc)2 (528 mg), tBu2-P-Ph-Ph (1.4 g) and potassium fluoride (4.1 g) were added in that order to a THF (200 mL) solution of methyl 2-chloro-6-benzyloxypyridine-4-carboxylate (6.5 g), and stirred overnight at 50° C. The reaction liquid was filtered through Celite, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138197B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-6eb487ceb3cc4fd3a1d68e5d1f7d8052 |
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| Source note | uspto-grants-2012_03 |
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