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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360396Generated: October 30, 2026

Hydrochloric Acid → HCID 23160670, compound

https://huagongshe.com/reaction/1360396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant(4-chloropyridin-3-yl)methanolHCID 435084—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 23160670HCID 23160670—

Reaction Conditions

Temperature130 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879863B2
Source datasetuspto-grants-2011_02
ORD IDord-ff7a6b0ad58b4f9a86e1c0a18387242d
Source noteuspto-grants-2011_02