HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 9902528, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15407873 | HCID 15407873 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9902528 | HCID 9902528 | 32.3% |
Reaction Steps
To a solution of 2-(4-cyanophenyl)-1-methyl-4-phenyl-5-(4-pyridyl)imidazole (0.20 g, 0.6 mmol) [See Ex. 3 above] in THF (10 mL) was added LiAlH4 (0.60 mL of 1.0 M solution in THF, 0.6 mmol), and the resulting mixture was stirred at rt for 1 h. The mixture was then poured into 2.5 N NaOH and extracted with Et2O. The organic extract was evaporated, and the residue was purified by flash chromatography, eluting first with a solvent gradient of 0-10% MeOH/CHCl3, followed by 1:10:90 NH40H/MeOH/CHCl3. Trituration with ether afforded the title compound as a white solid (66 mg, 32%): CIMS (NH3, m/z): 341 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06645989B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-62c75bac465147dc8be5d96034db7a96 |
| Source note | uspto-grants-2003_11 |