Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18407251 | HCID 18407251 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178513460 | HCID 178513460 | 72% |
Reaction Steps
Part B: To a stirred mixture of 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole-1-carboxamidine (0.50 gram, 1.68 mmol) and 4-fluorophenylsulfonyl chloride (0.34 gram, 1.75 mmol) in acetonitrile (10 ml) was added N,N-dimethyl-4-aminopyridine (0.020 gram, 0.175 mmol) and triethylamine (1 ml). The resulting solution was stirred at room temperature for 30 minutes. After addition of a 2 N sodium hydroxide solution and extraction with ethylacetate (400 ml), the ethylacetate layer was concentrated in vacuo. The resulting crude residue was further purified by means of flash chromatography (petroleum ether/diethyl ether=1/1 (v/v), followed by ethylacetate). Subsequent concentration in vacuo afforded solid 3-(4-chlorophenyl)-4,5-dihydro-N-((4-fluorophenyl)sulfonyl)-4-phenyl-1H-pyrazole-1-carboxamidine (0.55 gram, 72% yield). Melting point: 214-215° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06476060B2 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-7d84f85483ba432fbe9d30f86eaf3f8f |
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| Source note | uspto-grants-2002_11 |
|---|