HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391294Generated: October 26, 2026
Sodium Carbonate → 2-Fluoro-4-(5-formyl-pyridin-3-yl)-benzonitrile
https://huagongshe.com/reaction/391294
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-Cyano-3-fluorophenyl)boronic acid | HCID 2783130 | — |
| Reactant | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Fluoro-4-(5-formyl-pyridin-3-yl)-benzonitrile | HCID 59578437 | 25.1% |
Reaction Steps
A mixture of 4-cyano-3-fluorophenylboronic acid (0.495 g, 3 mmol), 5-bromonicotinaldehyde (0.558 g, 3.00 mmol), sodium carbonate (2M in water, 3.00 mL, 6.00 mmol), bis(triphenylphosphine)palladium(II) chloride (0.053 g, 0.075 mmol) in DMF (10 mL) was heated to 95° C. for 3 h. After concentration, the residue was dissolved into CH2Cl2-MeOH and mixed with silica gel and concentrated. After flash column (MeOH—CH2Cl2, v/v, 0.5%-1%) yielded a colorless solid (170 mg) ESI-MS m/z: 227 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383827B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-f37f57893a364e6ea3b2141682fec7bc |
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| Source note | uspto-grants-2013_02 |
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