Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67260755 | HCID 67260755 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67261906 | HCID 67261906 | 67% |
Reaction Steps
3-(5-Chloro-2-thienyl)-4-iodo-5-methyl-1H-pyrazole (31.9 mmol) was dissolved in 30 mL dry N,N-dimethylformamide and cooled to 0° C. under nitrogen atmosphere. Sodium hydride (33.5 mmol, 60% dispersion in mineral oil) was added in portions at 0° C. After stirring for 30 min, 2-iodopropane (38.5 mmol) was added dropwise. The reaction mixture was allowed to warm to room temperature and was stirred overnight. The solution was poured into saturated aqueous ammonium chloride solution and extracted with diethyl ether, dried over MgSO4, filtered and evaporated. The crude product was purified by chromatography on silica gel (cyclohexane:dichloromethane 90:10) to afford 7.5 g 3-(5-chloro-2-thienyl)-4-iodo-1-isopropyl-5-methyl-1H-pyrazole (67% 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-b55883684b81446fad7505b2520803cf |
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| Source note | uspto-grants-2014_04 |
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