HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(6-methoxypyridin-3-yl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 6-Methoxy-3-pyridinylamine | HCID 81121 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(6-methoxypyridin-3-yl)cyclopropanecarboxamide | HCID 86308 | 87% |
Reaction Steps
A solution of 5-amino-2-methoxy pyridine (12.4 g, 0.10 mol) and pyridine (10 ml) in dichloromethane (200 ml) was stirred at room temperature. Cyclopropane carboxylic acid chloride (9.1 ml, 0.10 mol) was added dropwise to the reaction mixture at such a rate to maintain the temperature at 20°-30° C. After complete addition the reaction mixture was stirred at room temperature for a further one hour, then washed with 5% sodium hydroxide (200 ml), water (100 ml) and dried over anhydrous magnesium sulphate. Removal of the solvent gave N-(2-methoxy-5-pyridyl)-cyclopropane carboxamide (16.7 g, 87%) m.p. 130-131° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05122529 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-4c5052f0257f4724be95906086d979e2 |
| Source note | uspto-grants-1992_06 |