Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86602697 | HCID 86602697 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86602696 | HCID 86602696 | 67.7% |
Reaction Steps
To a solution of (2R)-1-[3,5-bis(trifluoromethyl)-benzoyl]-2-[3-[(2-methoxyethoxy)methoxy]-4-methylbenzyl]-4-[(1-trityl-1H-pyrazol-4-yl)methyl]piperazine (1.184 g) in 1,4-dioxane (118 ml) was added 1N hydrochloric acid (71 ml) and the resulting mixture was stirred at 40° C. for 7 hours. After cooling, the pH of the mixture was adjusted to 7 with 4N sodium hydroxide solution and sodium chloride was added to the mixture. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of methylene chloride and methanol (30:1) as eluent to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-[3-[(2-methoxyethoxy)methoxy]-4-methylbenzyl]-4-[(1H-pyrazol-4-yl)-methyl]piperazine (575 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07166598B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-1030cc2952db4ff280184d1b6c52570c |
|---|
| Source note | uspto-grants-2007_01 |
|---|