HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966238Generated: October 30, 2026
Water → 3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridine
https://huagongshe.com/reaction/1966238
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridine | HCID 67486418 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridine | HCID 67486464 | 22% |
Reaction Steps
5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridine (2 mmol) is dissolved in DMF (15 ml), phenol (3 eq.) and K2CO3 (4 eq.) is added. The reaction is heated to 100° C. in the microwave for 45 min. The reaction solution is pored into water and extracted with methyl-tert.-butyl ether. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridine is obtained after column chromatography (heptane/ethyl acetate) as yellow oil in a yield of 22%. HPLC (method C): 2.03 min; LC-MS (method A): 1.99 min, 305.15 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420642B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-690ef0d3ed01416eac1efc9418569b9e |
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| Source note | uspto-grants-2013_04 |
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