HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 44447708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(2-Phenylbicyclo[2.2.1]heptan-2-yl)-4-(quinolin-2-ylmethoxy)phenol | HCID 44447701 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44447708 | HCID 44447708 | 55.2% |
Reaction Steps
To a solution of 1b (200 mg, 0.47 mmol) in DMF (4 mL) was added cesium carbonate (186 mg, 0.57 mmol) followed by methyl iodide (35.0 μL, 0.57 mmol). The mixture was stirred at room temperature for 18 h, diluted with water (20 mL) and extracted three times with EtOAc. The combined organic extracts were washed three times with water, dried (MgSO4) and concentrated. The residue (210 mg) was triturated with a 1:1 mixture of hexane/ether to provide 1c as a solid (113 mg), m.p. 138-139° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629467B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-30421b9dc86a46fa85386d9d8b717db3 |
| Source note | uspto-grants-2009_12 |