HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-(3-Chloro-5-phenylpyridin-4-yl)piperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide | HCID 2811640 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-Chloro-5-phenylpyridin-4-yl)piperidine-4-carboxamide | HCID 45275459 | 22% |
Reaction Steps
General procedure D (See Example 4) was followed using 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (24 mg, 0.088 mmol), benzene boronic acid (13 mg, 0.11 mmol), 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 hplc (H2O, MeCN, gradient 90:10 to 10:90 over 30 min) to furnish the title compound as a white solid (6 mg, 22%), LC-MS (ESI) Rt 1.63 min, m/z 316 (100%, [M+H]+); m/z (ESI) C17H18ClN3NaO requires 338.1031 found [M+Na]+ 338.1030.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778925B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-52f03979947944e8a8a2c2b6272ad2b1 |
| Source note | uspto-grants-2014_07 |