HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 3-(3-Ethyl-1,2,4-oxadiazol-5-yl)quinuclidine Hydrogen Oxalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl quinuclidine-3-carboxylate | HCID 2736953 | — |
| Reactant | N-Hydroxypropionimidamide | HCID 4092053 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-Ethyl-1,2,4-oxadiazol-5-yl)quinuclidine Hydrogen Oxalate | HCID 14685502 | — |
Reaction Steps
The title compound free base (17 g, 77%) was prepared from methyl quinuclidine-3-carboxylate (18.0 g, 0.11 mol), propionamide oxime (14 g, 0.16 mol) and sodium hydride (7 g of a 55% oil dispersion, 0.16 mol) in anhydrous tetrahydrofuran (350 mL). The hydrogen oxalate salt had mp 113°-115° C. (propan-2-ol). Rf 0.3 in dichloromethane/methanol (50:1) on alumina plates. (Found: C, 52.25; H, 6.41; N, 14.07. C11H17N3O.C2H2O4 requires C, 52.52; H, 6.44; N, 14.13%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05134146 |
| Source dataset | uspto-grants-1992_07 |
| ORD ID | ord-c7e60a3d7e834c0680725de526ef8f3c |
| Source note | uspto-grants-1992_07 |