HuagongsheHuagongshe Chemistry Print Report · For research reference only
Succinic anhydride → N-(5-Chloro-2-{2-[4-(4-Fluoro-Benzyl)-(2R)-2-Methyl-Piperazin-1-Yl]-2-Oxo-Ethoxy}-Pyridin-3-yl)-Succinamic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2-(3-Amino-5-chloro-pyridin-2-yloxy)-1-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-ethanone | HCID 69655498 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-Chloro-2-{2-[4-(4-Fluoro-Benzyl)-(2R)-2-Methyl-Piperazin-1-Yl]-2-Oxo-Ethoxy}-Pyridin-3-yl)-Succinamic Acid | HCID 69655375 | 31.2% |
Reaction Steps
To a solution of 2-(3-amino-5-chloro-pyridin-2-yloxy)-1-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-ethanone (0.10 g, 0.26 mmol) in dichloromethane (3 mL) was added N-methylmorpholine (0.028 mL, 0.26 mmol) and succinic anhydride (0.026 g, 0.26 mmol). The reaction was stirred at ambient temperature for 3 days. The reaction was diluted with dichlormethane and washed with 1N hydrochloric acid solution. The organic layer was separated, dried over magnesium sulfate, filtered and concentrated in vacuo. Chromatography on silica gel gave the title compound (0.040 g, LRMS: 493.2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07098212B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-af3ddef924814e8aae1e9435c057a29f |
| Source note | uspto-grants-2006_08 |