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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Dichloropyrazine | HCID 78504 | — |
| Reactant | (R)-1-Boc-3-hydroxypiperidine | HCID 1514398 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-tert-butyl 3-(6-chloropyrazin-2-yloxy)piperidine-1-carboxylate | HCID 57502428 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090593B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-a934b76bac0f4d45bb9660122d99265e |
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| Source note | uspto-grants-2015_07 |
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