HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407405Generated: October 26, 2026
Sodium Carbonate → 4-(5-Formyl-pyridin-3-yl)-3-methoxy-benzonitrile
https://huagongshe.com/reaction/2407405
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehyde | HCID 4992640 | — |
| Reactant | 4-Bromo-3-methoxybenzonitrile | HCID 22591181 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(5-Formyl-pyridin-3-yl)-3-methoxy-benzonitrile | HCID 59578430 | 100.2% |
Reaction Steps
A mixture of 4-bromo-3-methoxy-benzonitrile (400 mg, 1.88 mmol), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-3-carbaldehyde (440 mg, 1.88 mmol), PdCl2(PPh3)2 (108 mg, 0.15 mmol) and Na2CO3 (2M in water, 1.88 mL, 3.77 mmol) in 1,4-dioxane (8 mL) was heated at 100° C. for 1.5 h. After concentration in vacuo, the resulting residue was purified by flash column to give the title compound (449 mg, 100%) as white solid; ESI-MS m/z: 239 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809545B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-36c7b6b64a2a44d9a2a7dfdddfb3331b |
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| Source note | uspto-grants-2014_08 |
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