Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643350Generated: October 29, 2026

Ethyl Acetate → 2-[(S)-4-Boc-3-benzylpiperazinyl]-6-chloropyrazine

https://huagongshe.com/reaction/643350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2,6-DichloropyrazineHCID 78504—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylateHCID 17750441—
Solvent(Trifluoromethyl)benzeneHCID 7368—
Solvent1,4-DioxaneHCID 31275—
Product2-[(S)-4-Boc-3-benzylpiperazinyl]-6-chloropyrazineHCID 5926225789.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

To a solution of 2,6-dichloropyrazine 114 (0.1 g, 0.67 mmol.) and (S)-1-Boc-2-benzylpiperazine 107 (0.37 g, 1.34 mmol) in dioxane (2 mL) and trifluoromethylbenzene (2 mL) was added diisopropylethylamine (0.26 g, 2.0 mmol). The reaction mixture was heated in a microwave reactor at 180° C. for 20 minutes. Ethyl acetate (100 mL) was added. The organic layer was washed with saturated ammonium chloride solution, water and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by flash column chromatography to yield the desired 2-[(S)-4-Boc-3-benzylpiperazinyl]-6-chloropyrazine 115 (0.234 g, 0.6 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700601B2
Source datasetuspto-grants-2010_04
ORD IDord-35c999faa8b149c0b7f7e03e38ab4980
Source noteuspto-grants-2010_04