Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 178509584 | HCID 178509584 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58495462 | HCID 58495462 | 65% |
Reaction Steps
Add sodium hydride (64 mg, 2.65 mmol) to a solution of 4-(1H-pyrazol-3-yl)-benzonitrile (300 mg, 1.77 mmol) in DMF (5 mL) under nitrogen atmosphere. Stir the mixture for 15 min at 0° C. and add (bromomethyl)cyclopropane (206 □l, 2.12 mmol). Stir the mixture for 5 min at 0° C. and then at room temperature overnight. Quenck the reaction mixture with water and extract twice with EtOAc. Dry the combined organics extracts over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (75:25) to obtain the desired intermediate (256 mg, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680091B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-84cf1d1f9e7140e2bb937f216d417bbb |
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| Source note | uspto-grants-2014_03 |
|---|