HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57954443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 57351148 | HCID 57351148 | — |
| Reactant | HCID 178513374 | HCID 178513374 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57954443 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207147B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-5d03f210b0a4467d84ba5af5769af7f0 |
| Source note | uspto-grants-2012_06 |