HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(4-bromopyridin-2-yl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 2-Amino-4-bromopyridine | HCID 693282 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-bromopyridin-2-yl)propanamide | HCID 67073822 | 85% |
Reaction Steps
To a solution of 4-bromo-2-aminopyridine (580 mmol) in 1.5 L dichloromethane was added pyridine (1.16 mol). The mixture was stirred for 20 min. Propionyl chloride (669 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 5 h. Water was added and the reaction mixture was extracted with dichloromethane. The combined organic layer was washed with brine, dried and concentrated. The residue was recrystallized from hexane/ethyl acetate (6:1) to afford 112 g of N-(4-bromopyridin-2-yl)propanamide (85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685974B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ba76828b415e4a938f02d6a1a9605ec2 |
| Source note | uspto-grants-2014_04 |