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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910911Generated: November 2, 2026

Sodium hydride → HCID 57937566, compound

https://huagongshe.com/reaction/910911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant2-Chloro-4-nitropyridineHCID 735152—
ProductHCID 57937566HCID 5793756684%

Reaction Steps

Using the method of Example 3, Step A, tert-butyl 4-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 4-(2-chloropyridin-4-yloxy)piperidine-1-carboxylate (2.48 g, 84% yield) as an oil. 1H NMR (CDCl3) δ 8.19 (d, 1H), 6.83 (s, 1H), 6.74 (d, 1H), 4.56 (m, 1H), 3.68 (ddd, 2H), 3.37 (ddd, 2H), 1.94 (dddd, 2H), 1.77 (dddd, 2H), 1.47 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-1309b776a5c4451f9affb66309c8a957
Source noteuspto-grants-2011_09