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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529299Generated: November 3, 2026

Sodium hydride → (R)-tert-butyl 3-(6-chloropyrazin-2-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1529299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,6-DichloropyrazineHCID 78504—
Reactant(R)-1-Boc-3-hydroxypiperidineHCID 1514398—
SolventDimethylformamideHCID 6228—
Product(R)-tert-butyl 3-(6-chloropyrazin-2-yloxy)piperidine-1-carboxylateHCID 57502428—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 500-mL round-bottomed flask was added (R)-tert-butyl 3-hydroxypiperidine-1-carboxylate (2.5 g, 12.42 mmol) in DMF (80 mL) at 0° C. NaH (1.080 mL, 24.84 mmol) was added slowly and the mixture was stirred at 0° C. for 15 min. 2,6-dichloropyrazine (1.851 g, 12.42 mmol) was added and the mixture was warmed to RT and stirred for 2 h. The reaction mixture was quenched with water and extracted with DCM. The combined organic layers were washed with water, brine, dried, filtered and concentrated to give the crude title compound. The material was used in the next step without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-a934b76bac0f4d45bb9660122d99265e
Source noteuspto-grants-2015_07