Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | (4-chloropyridin-3-yl)methanol | HCID 435084 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 23160670 | HCID 23160670 | — |
Reaction Steps
4-Chloro-3-hydroxymethylpyridine (J. Med. Chem., 49 (13), 2832-2840 (2002))(143 mg, 1 mmol), 1-(tert-butoxycarbonyl)piperazine (186 mg, 1 mmol) and triethylamine (1 mL, 7 mmol) were dissolved in ethanol(3 mL), and the mixture was stirred overnight in a threaded test tube at 130° C. The solvent was evaporated and work-up according to a conventional method gave a crude product. The obtained crude product was dissolved in a dioxane solution (5 mL) containing 4 N hydrogen chloride, and the mixture was stirred for 2 hrs. The solvent was evaporated to give the title compound, which was used for the synthesis of C-22 and C-37.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879863B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-ff7a6b0ad58b4f9a86e1c0a18387242d |
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| Source note | uspto-grants-2011_02 |
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