HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (rac)-N-[1-(5-Bromo-pyridin-3-yl)-ethyl]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1-(5-Bromopyridin-3-yl)ethan-1-amine | HCID 71099674 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (rac)-N-[1-(5-Bromo-pyridin-3-yl)-ethyl]-propionamide | HCID 89439879 | 78% |
Reaction Steps
At 0° C., propionyl chloride (138 mg, 1.5 mmol) was added dropwise to a solution of (rac)-1-(5-bromo-pyridin-3-yl)-ethylamine (201 mg, 1 mmol) and Et3N (153 mg, 1.5 mmol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 1 hour before it was concentrated to dryness. The residue was redissolved in EtOAc and washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography to give the title compound (200 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-b4ce180973d04490a28b06c64ad1ea69 |
| Source note | uspto-grants-2016_02 |