HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 45275571, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide | HCID 2811640 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 45275571 | HCID 45275571 | 64.7% |
Reaction Steps
General procedure D was followed using 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide (24 mg, 0.088 mmol), 4-fluorobenzene boronic acid (15 mg, 0.11 mmol) and tetrakis(triphenylphosphine)palladium(0) (5 mg, 5 mol %), acetonitrile (1 mL) and 0.5 M sodium carbonate (0.25 mL, 0.12 mmol) for 30 min. The crude product was purified by preparative tlc on silica gel (CH2Cl2, MeOH, 10:1) to give impure title compound (19 mg) which was further purified by preparative hplc (CH3CN, H2O, gradient 1:9 to 9:1) to furnish the title compound as a white solid, LC-MS (ESI, 3.5 min) Rt 1.71 min, m/z 334 (100%, [M+H]+); m/z (ESI) C17H18ClFN3O requires 334.1117 found [M+H]+ 334.1116.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778925B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-2339d3c6f9c242228cd46c65d203e3b3 |
| Source note | uspto-grants-2014_07 |