HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952341Generated: November 2, 2026
Methyl iodide → 3-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrile
https://huagongshe.com/reaction/1952341
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 3-Chloro-5-[(3-chloro-6-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy]benzonitrile | HCID 59529755 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 3-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrile | HCID 59529730 | — |
Reaction Steps
Compound 3-4 (2.45 g; 8.32 mmol), methyl iodide (1.573 mL; 25.2 mmol), silver carbonate (3.28 g; 11.89 mmol) and chloroform (100 mL) were added to a sealed vessel. The contents of the sealed vessel were heated at 50° C. for 3 hours in the absence of light. The reaction was cooled to room temperature, the insoluble material filtered off, and the filtrate concentrated in vacuo. The crude material was purified via silica gel chromatography (0-10% EtOAc in hexane) to give the title compound. MS M+1=308.9. 1H NMR (CDCl3): 2.42 (s, 3H), 4.05 (s, 3H), 6.36 (s, 1), 7.16 (m, 1H), 7.24 (m, 1H), 7.44 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404856B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-e8ec47d1f58a4627a8af757153316dfa |
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| Source note | uspto-grants-2013_03 |
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