HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840548Generated: October 25, 2026
Sodium Hydroxide → 6-[(2-Methyl-3-pyridinyl)oxy]-3-pyridinamine
https://huagongshe.com/reaction/840548
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | 2-Methyl-3-((5-nitropyridin-2-yl)oxy)pyridine | HCID 10609538 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-[(2-Methyl-3-pyridinyl)oxy]-3-pyridinamine | HCID 10821946 | 86% |
Reaction Steps
2-(2-Methylpyridin-3-yloxy)-5-nitropyridine (D8, 81.1 g, 0.35 mole) in ethanol (2L) was treated with tin (II) chloride (232 g, 1.23 mole) in conc. hydrochloric acid (500 ml) and heated to 50° C. for 1 hour. After cooling to ambient temperature, the mixture was basified with 40% aqueous sodium hydroxide solution, extracted into ethyl acetate, dried (Na2SO4) and evaporated in vacuo to afford the title compound (60.3 g, 86%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06369060B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-e32bbe72200f4d67874d140b5ec0fea4 |
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| Source note | uspto-grants-2002_04 |
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