HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 4-(4-cyclobutylpiperazin-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzoic acid, 4-fluoro-, ethyl ester | HCID 67976 | — |
| Reactant | 1-Cyclobutylpiperazine | HCID 4738602 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 4-(4-cyclobutylpiperazin-1-yl)benzoate | HCID 57440408 | 33% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Ethyl 4-fluorobenzoate (0.753 g, 4.48 mmol) was added to a solution of 1-cyclobutylpiperazine (0.571 g, 4.07 mmol) and potassium carbonate (0.563 g, 4.07 mmol) in DMSO (8 mL) under nitrogen. The resulting solution was stirred at 100° C. for 18 h and evaporated to dryness. The residue was triturated with diethyl ether, filtered, and evaporated and the crude product was purified by silica column chromatography, eluting with a gradient of 0 to 2.5% 2.5N MeOH in DCM. Pure fractions were evaporated to dryness to afford ethyl 4-(4-cyclobutylpiperazin-1-yl)benzoate (0.387 g, 32.9%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129391B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-7597ff6a0dd64d46897e514f87847574 |
| Source note | uspto-grants-2012_03 |