Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Fluoro-6-methoxybenzyl bromide | HCID 2779322 | — |
| Reactant | tert-Butyl (2-oxopiperidin-3-yl)carbamate | HCID 21260262 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86681278 | HCID 86681278 | — |
Reaction Steps
Sodium hydride (82 mg, 2.054 mmol) was added to a solution of tert-butyl 2-oxopiperidin-3-ylcarbamate (200 mg, 0.933 mmol) in dimethylformamide (2 ml) at 23° C. and the resulting mixture was allowed to stir for 30 minutes. The mixture was then cooled to 0° C., and a solution of 2-(bromomethyl)-1-fluoro-3-methoxybenzene (214 mg, 0.977 mmol) in dimethylformamide (1.2 ml) added to the reaction mixture drop-wise. The resulting solution was allowed to stir for 90 minutes and was quenched with methanol. The mixture was then diluted with EtOAc, washed with water and brine, dried with magnesium sulfate, filtered and concentrated to afford tert-butyl 1-(2-fluoro-6-methoxybenzyl)-2-oxopiperidin-3-ylcarbamate. The crude product was progressed to the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999957B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-f75e2fdbb28e4b1ea58c9efd06a0720b |
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| Source note | uspto-grants-2015_04 |
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