HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-bromopyridin-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 3-Amino-5-bromopyridine | HCID 817681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-bromopyridin-3-yl)acetamide | HCID 18624575 | 95% |
Reaction Steps
To a solution of 3-amino-5-bromopyridine (1.0 g, 5.78 mmol) and pyridine (1.3 mL, 12.9 mmol) in DCM (5 mL) is added acetic anhydride (0.6 mL, 6.358 mmol) dropwise. The mixture is stirred at room temperature for 17 h. The mixture is concentrated and the resulting crude product is purified by normal phase using 0-75% EtOAc in heptane as the gradient to afford N-(5-bromo-pyridin-3-yl)-acetamide (1.18 g, 95% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-5fae8ac9b23647509ab9238568673e54 |
| Source note | uspto-grants-2015_11 |