HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71180Generated: October 27, 2026
Dimethylformamide → 6-Methoxy-5-(4-methyl-1H-imidazol-1-yl)picolinonitrile
https://huagongshe.com/reaction/71180
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine | HCID 57609300 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Methoxy-5-(4-methyl-1H-imidazol-1-yl)picolinonitrile | HCID 66608086 | — |
Reaction Steps
Under a nitrogen atmosphere, to a mixture of 6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine (25 g) and zinc cyanide (16.4 g) in DMF (250 mL) was added tetrakis(triphenylphosphine)palladium(0) (2.16 g) at room temperature, and the mixture was stirred at 120° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and diluted with ethyl acetate and 10% aqueous ammonia solution. The precipitate was collected by filtration, washed with ethyl acetate and dried to give the title compound (17.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822699B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-37eeb0021f474827b1f8f463763e6df1 |
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| Source note | uspto-grants-2014_09 |
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