HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(6-bromo-5-chloropyridin-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 6-Bromo-5-chloropyridin-2-amine | HCID 53401193 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(6-bromo-5-chloropyridin-2-yl)benzamide | HCID 90412314 | — |
Reaction Steps
To a solution of Example 11A (400 mg, 1.928 mmol) in dichloromethane (20 mL) was added pyridine (0.468 mL, 5.78 mmol) followed by benzoyl chloride (0.325 g, 2.314 mmol) and the mixture was stirred for 2 hours. The mixture was concentrated and the residue was dissolved in ethyl acetate, washed with sodium bicarbonate solution, water and brine, and dried over anhydrous sodium sulfate. Filtration, concentration and purification by column chromatography (silica gel, 10% ethyl acetate in hexane) afforded the title compound. LCMS: 311 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073922B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-17b5a27fd8c343f8ac24e8af0731ba07 |
| Source note | uspto-grants-2015_07 |