HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69481550, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(4-(Trifluoromethyl)phenoxy)piperidine | HCID 3688392 | — |
| Reactant | (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole | HCID 10443353 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69481550 | HCID 69481550 | 99.6% |
Reaction Steps
(R)-2-Chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole prepared in Example 12 (500 mg, 2.30 mmol) and 4-(4-trifluoromethylphenoxy)piperidine (730 mg, 3.0 mmol) in DMF (10 ml) were stirred at 70-75° C. for 5 hours. The reaction mixture was allowed to return to room temperature, poured into water, and extracted with ethyl acetate. The extract was washed with a saturated saline solution, dried over magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=50/1) to afford (S)-1-(2-chloro-4-nitroimidazol-1-yl)-2-methyl-3-[4-(4-trifluoromethylphenoxy)piperidin-1-yl]propan-2-ol (1.06 g, yield 99%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262212B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-148fc073d91b4364b5de3f334eee3a22 |
| Source note | uspto-grants-2007_08 |