HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperidine-1-carboxylate | HCID 59145956 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol | HCID 59145948 | 96% |
Reaction Steps
Tert-butyl 4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-carboxylate (Preparation 3a, 2.00 g, 4.40 mmol) was dissolved in dioxane (11 ml) and stirred vigorously to achieve solubilisation. 4M HCl in dioxane (5.54 mL, 22.1 mmol) was then added. After stirring at room temperature for 24 hours the solvent was removed in vacuo, and the residue partitioned between dichloromethane (50 mL) and saturated aqueous sodium bicarbonate solution (50 mL). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo to furnish the title compound as a colourless oil, in 96% yield, 1.5 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263623B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-14392182962b4ef1ba4f148f8f873269 |
| Source note | uspto-grants-2012_09 |