HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628322Generated: October 30, 2026
Potassium Phosphate, Tribasic → tert-Butyl 2-(5-(2-methylpyridin-4-yl)-3-nitropyridin-2-yloxy)acetate
https://huagongshe.com/reaction/1628322
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Methylpyridine-4-boronic acid | HCID 4192664 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | tert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate | HCID 67497047 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | tert-Butyl 2-(5-(2-methylpyridin-4-yl)-3-nitropyridin-2-yloxy)acetate | HCID 69620969 | 67% |
Reaction Steps
To a flask with tert-butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate (78.F) (700 mg from last step, about 406 mg of estimated pure 78.F by NMR) was added tris(dibenzylideneacetone)dipalladium (o) (67 mg, 0.073 mmol), 2-methylpyridin-4-ylboronic acid (250 mg, 1.8 mmol), X-phos (139 mg, 0.29 mmol), potassium phosphate (1.04 g, 4.9 mmol). The solids were purged with nitrogen. Degassed t-amyl alcohol was added as a solvent. The reaction was heated at 100° C. for 2 hr. 40 min.s. The solids were filtered off. Silica gel purification afforded 280 mg (67%) 78.G.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785468B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-7269e9f0f0a441d3bdd5cdbd06cdd19e |
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| Source note | uspto-grants-2014_07 |
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