Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Chloropropyl)-pyrrolidine | HCID 11321028 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178439090 | HCID 178439090 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178439092 | HCID 178439092 | 43.1% |
Reaction Steps
Cis-4-(3,5-diisopropyl-pyrazol-1-yl)-cyclohexanol (17.5 mg, 0.068 mmol) was dissolved in dry DMF (2 mL) followed by addition of NaH (excess, 60% in oil) and stirred at room temperature until hydrogen evolution stopped. To the reaction was added 1-(3-Chloro-propyl)-pyrrolidine (20 mg) and catalytic NaI followed by heating to 80° C. overnight. The reaction was cooled, quenched with methanol and concentrated under reduced pressure. The residue was purified by prep HPLC to give the desired product (yield 10.6 mg). LC-MS (C22H39N3O calculated 361) m/z 362 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07897634B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-f1caa4f05b574c9b93d2aa57ac40ebc8 |
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| Source note | uspto-grants-2011_03 |
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