HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 19959229, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(3-Amino-1,2,4-oxadiazole-5-yl)-quinuclidine | HCID 195111 | — |
| Reactant | (1-Benzylpiperidin-4-yl)acetyl chloride hydrochloride | HCID 19959133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19959229 | HCID 19959229 | 26.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05622976 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-48e48bb72ee04b2f81a39faadc7903ce |
| Source note | uspto-grants-1997_04 |