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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl 4-(4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl)piperidine-1-carboxylateHCID 67265139—
SolventDichloromethaneHCID 6344—
Producttert-butyl 4-(4-bromo-1-(2-((methylsulfonyl)oxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylateHCID 8664160184%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148387B2
Source datasetuspto-grants-2012_04
ORD IDord-5826bf0a8b5f4bcc8f4faab344132833
Source noteuspto-grants-2012_04