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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221340Generated: October 27, 2026

Sodium hydride → HCID 57954443, compound

https://huagongshe.com/reaction/221340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 57351148HCID 57351148—
ReactantHCID 178513374HCID 178513374—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57954443HCID 57954443—

Reaction Steps

Sodium hydride (10 mg of a 60% dispersion in oil, 2.5 mmol) was added to a solution of N-hydroxyisonicotinamidine (344 mg, 2.5 mmol) in anhydrous THF (3 ml) and the mixture heated under reflux for 1 h. cis-Methyl-3-hydroxymethylcyclopentane-1-carboxylate (396 mg, 2.5 mmol) was added in one portion and heating was continued for 18 h. After cooling, the solution was filtered through celite and the filtrate concentrated in vacuo. The residue was purified by flash chromatography (IH-EtOAc, 1:1 to 0:1) to afford the title compound: RT=2.59 min, m/z (ES+)=246.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207147B2
Source datasetuspto-grants-2012_06
ORD IDord-5d03f210b0a4467d84ba5af5769af7f0
Source noteuspto-grants-2012_06