HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096959Generated: November 1, 2026
Dimethylformamide → Methyl 2-cyano-6-phenylisonicotinate
https://huagongshe.com/reaction/1096959
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl 2-phenyl-6-{[(trifluoromethyl)sulfonyl]oxy}pyridine-4-carboxylate | HCID 57930938 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Methyl 2-cyano-6-phenylisonicotinate | HCID 57930992 | — |
Reaction Steps
Zinc cyanide (4 g) and Pd(PPh3)4 (1.16 g) were added to a DMF (60 mL) solution of methyl 2-phenyl-6-{[(trifluoromethyl)sulfonyl]oxy}pyridine-4-carboxylate (3.7 g), and stirred at 90° C. for 3 hours. The reaction liquid was filtered through Celite, the solvent was partly evaporated away, the residue was diluted with ethyl acetate, water was added to it, and the solution was extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried with anhydrous sodium sulfate, filtered and the solvent was evaporated away. The residue was purified through silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138197B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-a40f0d5fe9094a7797ba32cffbf420e7 |
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| Source note | uspto-grants-2012_03 |
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