Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate | HCID 15512811 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53722296 | HCID 53722296 | 113.4% |
Reaction Steps
To a solution of 2-pyrrolidone (86 mg) in anhydrous dimethylformamide (5 ml) was added sodium hydride (45 mg). the reaction mixture was stirred under nitrogen at 50° C. for 35 minutes. 4-Bromomethyl-piperidine-1-carboxylic acid tert-butyl ester (86 mg) in anhydrous dimethylformamide (5 ml) was added. The reaction mixture was stirred at 70° C. overnight. The solvents were removed in vacuo and the crude residue was partitioned between dichloromethane and water, the combined organic extracts were washed with brine, dried (MgSO4) and the solvents removed in vacuo to give a crude product. This was purified using flash chromatography to yield 4-(2-Oxo-pyrrolidin-1-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester (99 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802670B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-5ea77c3884de4c5abd82c1c173ae1bcf |
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| Source note | uspto-grants-2014_08 |
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