HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(3-chloro-4-(3-chlorophenoxy)phenyl)picolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Picolinoyl Chloride Hydrochloride | HCID 135033 | — |
| Reactant | 3-Chloro-4-(3-chlorophenoxy)aniline | HCID 17605534 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3-chloro-4-(3-chlorophenoxy)phenyl)picolinamide | HCID 42645239 | 51% |
Reaction Steps
According to Scheme 3 Step 3: Picolinoyl chloride hydrochloride (1.52 mmol, 271 mg) and Et3N (3.05 mmol, 0.42 mL) were added sequentially to a solution of 3-chloro-4-(3-chlorophenoxy)aniline (1.02 mmol, 258 mg) in DCM (6 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. The organic phase was washed with a saturated solution of NaHCO3 and with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using cyclohexane/AcOEt (90:10) as eluent to afford N-(3-chloro-4-(3-chlorophenoxy)phenyl)picolinamide (0.52 mmol, 187 mg, 51%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524726B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-4dd49d5ee1784637a7cfe86cc55f2823 |
| Source note | uspto-grants-2013_09 |