HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 136167174, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 59264757 | HCID 59264757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136167174 | HCID 136167174 | 14% |
Reaction Steps
To a solution of C-[5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-fluoro-phenyl)-isoxazol-3-yl]-methylamine (100 mg, 0.19 mmol) in DCM was added acetic anhydride (130 μl, 7.0 equiv.) and triethylamine (81 μl, 3.0 equiv.). The solution was stirred at room temperature until the amine was consumed. The solvent was removed in vacuo to leave the yellow tinged oily crude benzyl protected product. This was deprotected using the standard procedure with boron trichloride described above and purified by preparative TLC and soxhlet extraction of the silica by ether gave the pure compound as a colourless solid (10 mg, 14% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705027B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-af924a9c00664060b7999fd3e49693bb |
| Source note | uspto-grants-2010_04 |