HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948124Generated: October 27, 2026
Benzoyl Peroxide → 5-Bromomethyl-2-(N,N-ditert-butoxycarbonylamino)PY
https://huagongshe.com/reaction/1948124
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Di-tert-butyl (5-methylpyridin-2-yl)iminodicarbonate | HCID 59649457 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 5-Bromomethyl-2-(N,N-ditert-butoxycarbonylamino)PY | HCID 53418448 | 65.4% |
Reaction Steps
A mixture of di-tert-butyl (5-methylpyridin-2-yl)imidodicarbonate (Compound 309C, 5.66 g, 18.4 mmol), NBS (3.92 g, 22 mmol), and benzoyl peroxide (0.444 g, 1.84 mmol) in CCl4 (30 mL) was heated at 80° C. for 6 h. The mixture was cooled to room temperature, the solids were filtered off and the filtrate was concentrated. The residue was purified by silica gel chromatography (EtOAc/heptane: 1:1) to give 4.66 g of di-tert-butyl[5-(bromomethyl)pyridin-2-yl]imidodicarbonate (yield: 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399433B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-1c17ba4c419d4b8ca60ed637ddff0591 |
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| Source note | uspto-grants-2013_03 |
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