HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane hydrochloride → 8-(1-Piperazinyl)-5-(trifluoromethyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | Tert-butyl 4-[5-(trifluoromethyl)-8-quinolinyl]-1-piperazine-carboxylate | HCID 59204861 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 8-(1-Piperazinyl)-5-(trifluoromethyl)quinoline | HCID 59204847 | 103.7% |
Reaction Steps
To a solution of tert-butyl 4-[5-(trifluoromethyl)-8-quinolinyl]-1-piperazine-carboxylate (Step 2, 0.85 g) in 5 mL dioxane was added 5 mL of 4 N HCl/dioxane. The mixture was stirred at room temperature overnight. The reaction was concentrated on a rotary evaporator, dissolved in water, neutralized with aqueous sodium hydroxide and extracted with CH2Cl2 The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated on a rotary evaporator to give 0.65 g of the desired product as an off-white solid; MP. 155-157° C.; MS (ES) m/z (relative intensity): 282 (M+H)+ (100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671056B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-00a9dae80a0148e2a7126a7454dea24f |
| Source note | uspto-grants-2010_03 |