HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[4-(3-Chloro-benzylamino)-pyrimidin-2-yl]-piperazine-1-carboxylic Acid Tert-Butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzenemethanamine, 3-chloro- | HCID 77802 | — |
| Reactant | tert-Butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate | HCID 46738270 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-[4-(3-Chloro-benzylamino)-pyrimidin-2-yl]-piperazine-1-carboxylic Acid Tert-Butyl Ester | HCID 69596315 | — |
Reaction Steps
A mixture of 4-(4-chloro-pyrimidin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester I-2a (100 mg, 0.33 mmol), 3-chlorobenzylamine (0.65 mL, 5.3 mmol) and potassium carbonate (71 mg, 0.67 mmol) in ethanol (5 mL) was heated at reflux for 24 h. The reaction mixture was cooled to room temperature, poured into H2O (15 mL) and extracted with EtOAc (2×18 mL). The combined organic extracts were washed with H2O (2×10 mL), brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by chromatography using 40% EtOAc in hexane as an eluting solvent to afford the title compound I-4a (93 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995159B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-7e61ff97973147f2aa0092636b9f3eaa |
| Source note | uspto-grants-2006_02 |