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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643345Generated: October 29, 2026

Ethyl Acetate → 2-amino-5-bromo-3-[(S)-4-Boc-3-benzylpiperazinyl]pyrazine

https://huagongshe.com/reaction/643345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
Reactant1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylateHCID 17750441—
Solvent(Trifluoromethyl)benzeneHCID 7368—
Solvent1,4-DioxaneHCID 31275—
Product2-amino-5-bromo-3-[(S)-4-Boc-3-benzylpiperazinyl]pyrazineHCID 5926224767.8%

Reaction Conditions

Temperature210 °C

Reaction Steps

To a solution of 2-amino-3,5-dibromopyrazine 106 (0.2 g, 0.79 mmol.) and (S)-1-Boc-2-benzylpiperazine 107 (0.44 g, 1.59 mmol) in dioxane (2 mL) and trifluoromethylbenzene (2 mL) was added diisopropylethylamine (0.31 g, 2.4 mmol). The reaction mixture was heated in a microwave reactor at 210° C. for 20 minutes. Ethyl acetate (100 mL) was added. The organic layer was washed with 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 RP-HPLC to yield the desired 2-amino-5-bromo-3-[(S)-4-Boc-3-benzylpiperazinyl]pyrazine 108 (0.24 g, 0.536 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700601B2
Source datasetuspto-grants-2010_04
ORD IDord-9bd9fd703c5b4e71849920b50ddf04d1
Source noteuspto-grants-2010_04