HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylpiperazine → HCID 59850056, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylpiperazine | HCID 7096 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 57425927 | HCID 57425927 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59850056 | HCID 59850056 | 67.5% |
Reaction Steps
The (R)-2-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)propanoic acid (7.9 mmol), 1-phenyl piperazine (1.2 mL, 7.9 mmol), HATU (3.0 g, 7.9 mmol), NaHCO3 (660 mg, 7.9 mmol) and CH2Cl2 (10 mL): DMF (10 ml) were stirred at rt for 19 h. The solution was poured into an ice-water mixture (100 ml), followed by an extraction with CH2Cl2 (3×75 mL). The organic layer was dried over MgSO4 and evaporated in vacuo. After evaporating the solvents under reduced pressure, the residue was purified by silica gel chromatography using 20-50% ethyl acetate in hexane gave (R)-2-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)-1-(4-phenylpiperazin-1-yl)propan-1-one (1.96 g) as white solid. LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)), m/z: M+1 obs=369.47; tR=3.36 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883766B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-e6f520ec4dd94134a160610db5157157 |
| Source note | uspto-grants-2014_11 |