HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-Benzyl-N-hydroxymorpholine-2-carboximidamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 4-Benzylmorpholine-2-carbonitrile | HCID 15651195 | — |
| Product | 4-Benzyl-N-hydroxymorpholine-2-carboximidamide | HCID 74894258 | — |
Reaction Steps
Reaction of 4-benzylmorpholine-2-carbonitrile with hydroxylamine hydrochloride and sodium hydroxide provided 4-benzyl-N′-hydroxymorpholine-2-carboximidamide, which was condensed with cyclopropanecarboxylic acid using 1,3-dicyclohexylcarbodiimide. Cyclization using tetrabutylammonium fluoride (see A. R. Gangloff et al., Tetrahedron Lett. 2001, 42, 1441-1443), followed by debenzylation, afforded 2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)morpholine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156845B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-721d35e5b6ea4d8ab144be1d23031f8b |
| Source note | uspto-grants-2015_10 |