HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(4-methylpyridin-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 3-Amino-4-picoline | HCID 137935 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-methylpyridin-3-yl)acetamide | HCID 20786326 | 53.3% |
Reaction Steps
To solution of 3-amino-4-methylpyridine (540.2 mg, 5.0 mmol, 1 equiv) in dichloromethane (20 mL) was added pyridine (0.8 mL, 10.0 mmol, 2 equiv) and acetic anhydride (0.57 mL, 6.0 mmol, 1.2 equiv). The resultant solution was stirred at room temperature for 16 h and concentrated in vacuo to provide a crude residue. The residue was diluted with dichloromethane (200 mL), and washed with saturated sodium bicarbonate aqueous solution (50 mL) and brine (50 mL). The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo to yield 3-acetylamino-4-methylpyridine (400.2 mg) as yellow solid which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296740B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-0309bd1de42a47a6a3aaffcd6af65c96 |
| Source note | uspto-grants-2016_03 |