HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 68431845, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | HCID 86647510 | HCID 86647510 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68431845 | HCID 68431845 | 24% |
Reaction Steps
2-{5-Bromo-6-oxo-4-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-1(6H)-yl}-N-(pyridin-4-ylmethyl)ethanethioamide (38 mg, 0.077 mmol) in dichloromethane (1 mL) was mixed with azidotrimethylsilane (41 μL, 0.308 mmol) and iron trichloride (30 mg, 0.185 mmol) at room temperature and stirred at room temperature for 17 hours. After completion of the reaction, ethyl acetate was added, and the organic layer was washed with saturated aqueous sodium hydrogen carbonate, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The resulting residue was purified by silica gel chromatography (chloroform/methanol=50/1) to give the desired product (9 mg, 24% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440666B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-1910c922523740e79af2585607410df7 |
| Source note | uspto-grants-2013_05 |