Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl chloroacetate | HCID 66052 | — |
| Reactant | HCID 118323976 | HCID 118323976 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118324049 | HCID 118324049 | — |
Reaction Steps
To a mixture of 6-(bis(4-chlorophenyl)methyl)-4-(piperidin-4-ylamino)quinolin-2(1H)-one (0.1 g 0.209 mmol) and cesium carbonate (80 mg; 0.245 mmol) in acetone (2 mL) was added a solution of chloroacetic acid, 1,1-dimethylethyl ester (0.04 mL; 0.279 mmol) in dichloromethane (0.1 mL) by syringe. The reaction mixture was stirred at 40° C. in a sand bath for 16 h, cooled to room temperature and concentrated. The reaction was diluted with DCM and water. The organics were concentrated and purified by ISCO (0-10% MeOH/DCM) to yield tert-butyl 2-(4-((6-(bis(4-chlorophenyl)methyl)-2-oxo-1,2-dihydroquinolin-4-yl)amino)piperidin-1-yl)acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09266835B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-bece13bc9c1947a09cafc631cb3e0fa5 |
|---|
| Source note | uspto-grants-2016_02 |
|---|