Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 21090947 | HCID 21090947 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Product | HCID 69331807 | HCID 69331807 | — |
Reaction Steps
A mixture of 4-[3-methoxy-1-(4-methoxyphenyl)-1H-pyrazol-5-yl]phenyl trifluoromethanesulfonate (679 mg), zinc cyanide (279 mg), and tetrakis(triphenylphosphine)-palladium(0) (183 mg) in DMF (4 ml) was stirred at 85° C. for 5 hours. The reaction mixture was cooled to ambient temperature and AcOEt and H2O were added. Unsoluble matter was filtered off through a celite pad. The filtrate was partitioned, and the organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and concentrated invacuo. The residue was purified by silica gel column chromatography eluted with AcOEt/n-hexane=20%. The pure fractions were collected and concentrated in vacuo to give 4-[3-methoxy-1-(4-methoxy-phenyl) -1H-pyrazol-5-yl]benzonitrile (326 mg) as a powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07183306B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-7a032611b1f4406a9da5cb6a23202ec2 |
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| Source note | uspto-grants-2007_02 |
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