HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426352Generated: October 30, 2026
Sodium hydride → tert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate
https://huagongshe.com/reaction/1426352
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | 4,6-Dichloro-2-trifluoromethylpyrimidine | HCID 15713197 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate | HCID 86666510 | — |
Reaction Steps
In a reaction flask, tert-butyl 4-hydroxypiperidine-1-carboxylate (2.02 g, 10.0 mmol) and 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.18 g, 10.0 mmol) were dissolved in THF (19.7 mL) and cooled to 0° C. Sodium hydride (0.603 g, 15.1 mmol) was added and then the mixture was stirred for 30 minutes at 0° C. and at 25° C. for another 16 hours. The reaction was quenched with water, and was extracted with ethyl acetate and the organic extracts were washed with water, brine, dried over MgSC4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933085B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-f2b37a3b79c242f98bd1c74c40c5616f |
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| Source note | uspto-grants-2015_01 |
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