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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54560Generated: October 29, 2026

Sodium hydride → HCID 19959229, compound

https://huagongshe.com/reaction/54560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-(3-Amino-1,2,4-oxadiazole-5-yl)-quinuclidineHCID 195111—
Reactant(1-Benzylpiperidin-4-yl)acetyl chloride hydrochlorideHCID 19959133—
SolventDimethylformamideHCID 6228—
ProductHCID 19959229HCID 1995922926.1%

Reaction Steps

To a suspension of sodium hydride (0.4 g) in N,N-dimethylformamide was added 3-amino-5-(quinuclidin-3-yl)-1,2,4-oxadiazole (0.2 g) at 0° C. and the mixture was stirred for 1 hour. To the mixture was added (1-benzylpiperidin-4-yl)acetyl chloride hydrochloride (2.53 g) during 30 minutes at 0° C. After stirred for additional 1 hour. The mixture was quenched with water and extracted with ethyl acetate. The extract was washed with water, brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on alumina with chloroform to give 3-{(1-benzylpiperidin-4-yl)acetylamino}-5-(quinuclidin-3-yl)-1,2,4-oxadiazole (0.11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05622976
Source datasetuspto-grants-1997_04
ORD IDord-48e48bb72ee04b2f81a39faadc7903ce
Source noteuspto-grants-1997_04