Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Chloro-4-[1-sec-butyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine | HCID 86657921 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | HCID 67260752 | HCID 67260752 | 55% |
Reaction Steps
To a solution of 2-chloro-4-[1-sec-butyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (0.28 mmol) in 1 mL of N,N-dimethylformamide was added zinc cyanide (0.14 mmol) and tetrakistriphenylphosphine palladium (O) (0.057 mmol). The resulting mixture was stirred in the microwave for 10 min at 120° C. After cooling to room temperature, the mixture was filtered and purified by preparative HPLC (column: Waters Sunfire C18, eluent:water/methanol/0.1% formic acid) to afford 56.7 mg of 2-cyano-4-[1-sec-butyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (55% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685974B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-4fd152615e9b4cbda3829788603524d4 |
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| Source note | uspto-grants-2014_04 |
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