HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088893Generated: October 31, 2026
Dimethylformamide → tert-Butyl 4-(4-bromo-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate
https://huagongshe.com/reaction/2088893
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | tert-butyl 4-(4-bromo-1-(2-((methylsulfonyl)oxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 86641601 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 4-(4-bromo-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 67112012 | 98% |
Reaction Steps
Combine tert-butyl 4-(4-bromo-1-(2-(methylsulfonyloxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate (4.45 g, 9.84 mmol), dimethylformamide (25 mL), and pyrrolidine (2.46 mL, 3.0 eq) under nitrogen. Heat the reaction mixture at 50° C. overnight, then allow to cool to room temperature. Dilute with ethyl acetate. Wash with water followed by saturated aqueous sodium chloride. Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo to give the title compound (4.12 g, 98%). MS (ES) m/z=427 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436002B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-b3617d0d3c8444f2ae099d59c7f54279 |
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| Source note | uspto-grants-2013_05 |
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