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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555862Generated: November 2, 2026

Water → HCID 59351187, compound

https://huagongshe.com/reaction/555862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,3-DichloropyrazineHCID 78575—
Reactant1-N-Boc-4-Piperidinecarboxylic acid methyl esterHCID 392870—
ReactantLithium HexamethyldisilazideHCID 2733832—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59351187HCID 5935118795%

Reaction Steps

To a vial containing 1-tert-butyl 4-methyl piperidine-1,4-dicarboxylate (408 mg, 1.678 mmol) and 2,3-dichloropyrazine (250 mg, 1.678 mmol) in THF (2.5 mL) at rt under N2 is added dropwise LiHMDS (1.678 mL, 1.678 mmol). The reaction was stirred at rt 16 h. The reaction mixture was poured into H2O (10 mL) and extracted with EtOAc (3×20 mL). The combined organic layers were washed with saturated NaCl (10 mL), dried (MgSO4), and concentrated. Purification by ISCO (40 g SiO2, 0-75% EtOAc/Hexane) gives 1-tert-butyl 4-methyl 4-(3-chloropyrazin-2-yl)piperidine-1,4-dicarboxylate (565 mg, 1.588 mmol, 95% yield) as a clear, colorless oil. [M+Na]=378.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053438B2
Source datasetuspto-grants-2011_11
ORD IDord-81fd31888c2f46ed9b34ace781f2645b
Source noteuspto-grants-2011_11