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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493285Generated: October 26, 2026

Ethylene Glycol → 2-[3-(4-Tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol

https://huagongshe.com/reaction/493285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantTert-butyl 4-(3-chloropyrazin-2-yl)piperazine-1-carboxylateHCID 11150691—
ReactantHCID 178418922HCID 178418922—
SolventPyridineHCID 1049—
Product2-[3-(4-Tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanolHCID 1141607485.8%

Reaction Steps

KO-t-Bu (9.92 g, 103 mmol) was added to a mixture of the product obtained in Step 1 (18.14 g, 60.7 mmol) and ethylene glycol (25 mL, 448 mmol) in pyridine (125 mL) at 85° C. The reaction mixture was stirred for 15 h and then poured into ice-water and extracted with toluene. The organic phase was dried (MgSO4) and concentrated. The residue was purified by chromatography on silica gel using toluene/EtOAc (1:1) as eluent to give 16.9 g (85%) of the title product. HRMS m/z calcd for C15H24N4O4 (M)+324.1798, found 324.1784.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534794B2
Source datasetuspto-grants-2009_05
ORD IDord-a41eb2da21a24ed69a66f190b2f45f62
Source noteuspto-grants-2009_05