HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675967Generated: October 31, 2026
Potassium Phosphate, Tribasic → HCID 57484716, compound
https://huagongshe.com/reaction/1675967
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | 6-Bromo-5-methoxy-2-pyridinecarbonitrile | HCID 57484709 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57484716 | HCID 57484716 | — |
Reaction Steps
In a microwave vial, 6-bromo-5-methoxypyridine-2-carbonitrile (15-1 or 9-2, 200 mg, 0.94 mmol, 1.0 equiv), potassium trifluoro(isopropenyl)borate (Molander, Gary A., J. Am. Chem. Soc. Commun. 2003, 125, 11148-11149.) (347 mg, 2.35 mmol, 2.5 equiv), tricyclohexylphosphine (52.7 mg, 0.19 mmol, 0.2 equiv), palladium(II) acetate (21.1 mg, 0.09 mmol, 0.1 equiv), and tripotassium phosphate (697 mg, 3.29 mmol, 3.5 equiv) were suspended in toluene (10 mL) and water (0.5 mL). The reaction mixture was heated in a microwave reactor for 20 minutes at 130° C. and then filtered, rinsing with EtOAc. The filtrate was concentrated and the residue purified by normal phase column chromatography (15-40% EtOAc in hexanes) to afford the title compound (15-2). ESI+MS [M+H]+ C10H11N2O: 175.1 found, 175.2 required.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003797B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-e88b232d5991475c8121742f244f43d9 |
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| Source note | uspto-grants-2011_08 |
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