HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 19037326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Acetic acid, 2-bromo-2-fluoro-, ethyl ester | HCID 2733407 | — |
| Reactant | N-[4-Chloro-2-fluoro-5-(1-methylethoxy)phenyl]piperidine-2-carboxamide | HCID 19037321 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19037326 | HCID 19037326 | 21.1% |
Reaction Steps
A mixture of potassium carbonate (724 mg, 5.24 mmol), ethyl bromofluoroacetate (882 mg, 4.76 mmol) and the product of Step A (1.5 g, 4.76 mmol) in acetonitrile (50 mL) was heated at reflux overnight. 100 mL of H2O and 200 mL of ethyl acetate were added to the mixture. The organic layer was separated, dried (MgSO4), filtered, and evaporated under vacuum to dryness. Flash chromatography yielded the title compound of Step B as a white solid (400 mg) m.p. 83°-85° C. 1H NMR δ7.21 (d,1H), 7.18 (d,1H), 4.92 (s,1H), 4.50 (m,1H), 4.16-4.09 (m,2H), 3.29 (m,1H), 2.95 (m,1H), 2.50 (m,1H), 2.10 (m,1H), 1.96 (m,1H), 1.80-1.58 (m,2H), 1.37 (d,6H), 1.35 (t,3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05643855 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-9dc2de2cdd334059be8b20ecf8b907cd |
| Source note | uspto-grants-1997_07 |