HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | Benzoyl chloride, 4-(tetradecyloxy)- | HCID 9998158 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamide | HCID 10093859 | 62.8% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a 0° C. solution of 0.674 g 2-(aminomethyl)pyridine, 20 ml methylene chloride and 1.83 ml pyridine is added, dropwise over 20 minutes, 2.0 g of product from Example 3 dissolved in 25 ml of methylene chloride. The reaction is stirred at 0° C. for 2 hours followed by stirring at room temperature for 17 hours. The reaction mixture is partitioned between chloroform and saturated sodium bicarbonate, washed with water and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:75% ethyl acetate/hexane) to give 1.51 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208247 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-0e0c972d4a26450c9db43ea2b4fff5c1 |
| Source note | uspto-grants-1993_05 |