HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054418Generated: October 25, 2026
Potassium Phosphate, Tribasic → 2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-3-methoxy-6-nitro-pyridine
https://huagongshe.com/reaction/1054418
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acid | HCID 2776178 | — |
| Reactant | 2-Bromo-3-methoxy-6-nitropyridine | HCID 12692873 | — |
| Reactant | N,N-Dimethylacetamide--water (1/1) | HCID 21534740 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-3-methoxy-6-nitro-pyridine | HCID 59589627 | — |
Reaction Steps
2-Bromo-3-methoxy-6-nitro-pyridine (0.5 g, 2.14 mmol), 1,4-benzodioxane-6-boronic acid (0.5 g, 2.79 mmol) and a mixture of dimethylacetamide/water (10 mL/3 mL) were added to a microwave tube containing potassium phosphate (0.91 g, 4.29 mmol) and palladium tetrakistriphenylphosphine (0.4 g, 0.2 mmol) and the reaction was heated to 150° C. for 10 min. The solution was added in a separating funnel and water and ethyl acetate were added. The organic layer was separated and the aqueous was extracted again with ethyl acetate. The combined organics were washed with water (*2) then brine, dried over magnesium sulphate and concentrated in vacuo. The crude was used without further purification (0.48 g, 77%). LCMS Method: 2: RT: 4.41 min, MI: 289 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394301B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-5ac1729f0c864c2ea9c736d6e42a8af6 |
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| Source note | uspto-grants-2016_07 |
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