HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685168Generated: October 31, 2026
Dimethylamine → 4-(4-Bromo-1-(2-(dimethylamino)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1685168
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | tert-butyl 4-(4-bromo-1-(2-((methylsulfonyl)oxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 86641601 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(4-Bromo-1-(2-(dimethylamino)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylic acid tert-butyl ester | HCID 67265000 | 83.33% |
Reaction Steps
Add 4-[4-bromo-1-(2-methanesulfonyloxy-ethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (10.2 g; 0.023 mol; 1.0 equiv), dimethyl amine (40% aqueous solution, 22 mL; 0.18 mol; 8.0 equiv) in ACN (100 mL) and stir at 100° C. for 3 h. Concentrate, quench the reaction with saturated NaHCO3 solution and extract with EA. Concentrate the organic layer; purify over a silica gel column with EA/hexane to give the title compound (7.5 g; 83.33%).
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-2bcd4f123871435986cd76327d5313c7 |
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| Source note | uspto-grants-2012_04 |
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