HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 16667233 | HCID 16667233 | — |
| Reactant | {4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid | HCID 69304344 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide | HCID 16667279 | — |
Reaction Steps
{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid. A mixture of {4-[4-(2-ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid methyl ester (0.22 g, 0.47 mmol) in water/MeOH (1:4, 5 mL) was treated with KOH (0.095 g, 1.70 mmol) and the resulting mixture was heated at reflux for 24 h. The mixture was cooled to rt and acidified to pH 6.5 with AcOH. The mixture was diluted with water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated to yield the title compound (0.24 g), which was carried forward to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183239B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-2d8e1da77f8f4028b8b2850060e14dbd |
| Source note | uspto-grants-2012_05 |