HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3-{2-[4-(4-Chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[1,2,4]oxadiazol-3-yl-3H-benzooxazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 3-[2-[4-(4-chloro-3-methoxyphenyl)piperazin-1-yl]-2-oxoethyl]-N'-hydroxy-2-oxo-1,3-benzoxazole-6-carboximidamide | HCID 178493023 | — |
| Product | 3-{2-[4-(4-Chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[1,2,4]oxadiazol-3-yl-3H-benzooxazol-2-one | HCID 16059630 | — |
Reaction Steps
A mixture 3-{2-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-N-hydroxy-2-oxo-2,3-dihydro-benzooxazole-6-carboxamidine (65 mg), trimethyl orthoformate (3 ml) and p-toluenesulfonic acid (PTSA) (23 mg) was stirred at 103° C. overnight. The resultant solution was evaporated to dryness and then purified by flash chromatography to provide 3-{2-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[1,2,4]oxadiazol-3-yl-3H-benzooxazol-2-one (51): LCMS observed for (M+H)+: 470.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790726B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-1ea2ececcf65455fa9727501b4b1f489 |
| Source note | uspto-grants-2010_09 |