Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3'-chloro-4'-fluoro-2-aminobiphenyl | HCID 11600999 | — |
| Reactant | HCID 86621006 | HCID 86621006 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 67372424 | HCID 67372424 | — |
Reaction Steps
At room temperature, 0.27 g of 3-fluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride was added dropwise to a solution of 0.33 g of 3′-chloro-4′-fluoro-2-aminobiphenyl and 0.18 g of pyridine in 10 ml of toluene, and the mixture was stirred at room temperature for 16 hours. 10 ml of tetrahydrofuran and 30 ml of methyl tert-butyl ether were added, and the organic phase was washed successively with 2% strength hydrochloric acid, twice with 2% strength aqueous sodium hydroxide solution and then with dilute aqueous sodium chloride solution. The organic phase was dried and concentrated under reduced pressure. The crude product was triturated with 10 ml of diisopropyl ether and the solid that remained was filtered off with suction and dried. This gave 0.46 g of the desired product as a white powder of m.p. 133-134° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008232B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-4e7ab908b9d84c2197b675797d1e623e |
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| Source note | uspto-grants-2011_08 |
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