HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685167Generated: October 30, 2026
Methanesulfonyl chloride → tert-butyl 4-(4-bromo-1-(2-((methylsulfonyl)oxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate
https://huagongshe.com/reaction/1685167
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-Butyl 4-(4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 67265139 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl 4-(4-bromo-1-(2-((methylsulfonyl)oxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 86641601 | 84% |
Reaction Steps
Add 4-[4-bromo-1-(2-hydroxy-ethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (10.0 g; 0.027 mol; 1.0 equiv), TEA (11.6 mL; 0.080 mol; 3.0 equiv) to DCM (150 mL) and cool to 0° C. Add drop-wise mesyl chloride (2.6 mL; 0.032 mol; 1.2 equiv) and stir for 30 min. Quench the reaction with saturated NaHCO3 aqueous and extract with DCM. Evaporate the organic layer to give the title compound (10.2 g; 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148387B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-5826bf0a8b5f4bcc8f4faab344132833 |
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| Source note | uspto-grants-2012_04 |
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