HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2195033Generated: October 31, 2026
1,4-Dioxane hydrochloride → Ethyl 5-chloro-6-(piperazin-1-YL)nicotinate
https://huagongshe.com/reaction/2195033
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | Ethyl 6-[1-(tert-butoxycarbonyl)piperazin-4-yl]-5-chloronicotinate | HCID 59168365 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 5-chloro-6-(piperazin-1-YL)nicotinate | HCID 22028944 | — |
Reaction Steps
Dissolve a solution of 4-(3-chloro-5-ethoxycarbonyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester (7.78 g, 0.021 mol) in dioxane, and then add a solution of 4M HCl/dioxane (12 mL). Stir at 50° C. for 2 h, and then add additional 4M HCl/dioxane (5 mL) and stir for an additional 1 h. Cool the mixture in ice, collect the precipitate and wash with ether. Prepare the freebase by partitioning between EtOAc and 10% NaOH solution. Dry the organic layer (Na2SO4) and concentrate under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334382B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-cd37a32d8e2149c4b2ca1a26230ae1cb |
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| Source note | uspto-grants-2012_12 |
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