HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 13406007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Heptane | HCID 8900 | — |
| Reactant | 6-Methoxy-3-pyridinylamine | HCID 81121 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13406007 | HCID 13406007 | 75.4% |
Reaction Steps
A solution of 5-amino-2-methoxypyridine (2.48 g, 20.0 mmol) and N-ethyldiisopropylamine (2.84 g, 22.0 mmol) in dichloromethane (20 ml) was cooled in an ice-bath. Benzoyl chloride (3.09 g, 22 mmol) was slowly added by means of a syringe. The cooling bath was removed and stirring was continued at room temperature for 18 hours. Dichloromethane was added and the solution was extracted with water. The organic layer was dried over sodium sulphate, filtered and evaporated in vacuo leaving a dark solid. Crystallisation from ethyl acetate:heptane yielded the title compound (3.44 g, 75% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067517B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-964efa1bbc1f4adebf7cc109f7a505c0 |
| Source note | uspto-grants-2006_06 |