Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | 6-Methoxy-3-pyridinylamine | HCID 81121 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22597432 | HCID 22597432 | 39.2% |
Reaction Steps
A solution of 15 g of 2-chloro-3-nitropyridine, 11.7 g of 5-amino-2-methoxypyridine and 26.1 g of potassium carbonate in 150 mL dimethylformamide was stirred at room temperature for 4 hours and 25 minutes and further stirred at 70° C. for 3 hours and 10 minutes. Ethyl acetate and water were added to the reaction mixture, and the mixture was extracted once with ethyl acetate. The organic layer was washed 3 times with a saturated aqueous ammonium chloride solution and once with brine, and dried over sodium sulfate. The residue was purified crudely by short-column chromatography. From and the resulting black brown oil was extracted with diethyl ether to give 9.10 g of the title compound as reddish brown crystals (39% y.). (2) N2-(6-Methoxy-3-pyrdyl)-2,3-pyridinediamine
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06841549B1 |
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| Source dataset | uspto-grants-2005_01 |
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| ORD ID | ord-67a7a8688f514914a9405b28d6f6273b |
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| Source note | uspto-grants-2005_01 |
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