HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-[1-(4-bromophenyl)-cyclopropyl]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1-(4-Bromophenyl)cyclopropanamine | HCID 18710195 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[1-(4-bromophenyl)-cyclopropyl]-propionamide | HCID 22568996 | 79.2% |
Reaction Steps
To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116, 84 mg, 0.4 mmol) in 4 mL CH2Cl2 at room temperature was added propionyl chloride (43.0 mg, 0.47 mmol) and pyridine (56.0 mg, 0.71 mmol). After stirring 17 hours at room temperature the reaction was quenched by the addition of H2O and extracted with EtOAc. The combined extracts were washed with 10% aqueous HCl, saturated aqueous NaHCO3, and saturated aqueous NaCl before being dried (MgSO4) and concentrated under reduced pressure. The title compound 85.0 mg (67%), was isolated by column chromatography (20-50% EtOAc-hexanes) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713647B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-7f71a392dde74a5999ec7e0454221c64 |
| Source note | uspto-grants-2004_03 |