HuagongsheHuagongshe Chemistry Print Report · For research reference only
Amantadine → Adamantan-1-yl-[2-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Amantadine | HCID 2130 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-[3-(2-Bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole | HCID 21983582 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Adamantan-1-yl-[2-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-amine | HCID 21983590 | — |
Reaction Steps
The title compound is prepared from 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole, potassium carbonate, 1-adamantanamine and acetonitrile essentially as described above in example 18 except that the reaction is run overnight and the compound is purified by column chromatography using a graded solvent mixture of 5% ethyl acetate in DCM to 10% methanol in ethyl acetate. Purity by LC/MS (APCI)=97%, [M+H]+=395.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091199B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-fb43606501f3400b8d4cf5f8ac7ab8df |
| Source note | uspto-grants-2006_08 |