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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910913Generated: October 28, 2026

Sodium hydride → HCID 86634717, compound

https://huagongshe.com/reaction/910913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Boc-3-hydroxypiperidineHCID 545699—
Reactant2-Chloro-4-nitropyridineHCID 735152—
ProductHCID 86634717HCID 8663471784.5%

Reaction Steps

Using the method of Example 3, Step A, tert-butyl 3-hydroxypiperidine-1-carboxylate (1.90 g, 9.46 mmol), 60% sodium hydride in mineral oil (378 mg, 9-46 mmol), and 2-chloro-4-nitropyridine (1.50 g, 9.46 mmol) were reacted to provide tert-butyl 3-(2-chloropyridin-4-yloxy)piperidine-1-carboxylate (2.50 g, 84% yield) as an oil. 1H NMR (CDCl3) δ 8.20 (d, 1H), 6.84 (s, 1H), 6.76 (d, 1H), 4.34 (m, 1H), 3.10-4.05 (bm, 4H), 1.50-2.05 (bm; 4H), 1.40 (bs, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-5bd727d5394b440e86abf6f85557a0e5
Source noteuspto-grants-2011_09