HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4'-(3-aminopropyl)-1,1'-biphenyl-4-carboxylate → ethyl 4'-[3-[[(2R)-2-(6-chloro-3-pyridyl)-2-hydroxyethyl]amino]propyl]-1,1'-biphenyl-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4'-(3-aminopropyl)-1,1'-biphenyl-4-carboxylate | HCID 22171365 | — |
| Reactant | 2-Chloro-5-[(2R)-oxiran-2-yl]pyridine | HCID 54574408 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl 4'-[3-[[(2R)-2-(6-chloro-3-pyridyl)-2-hydroxyethyl]amino]propyl]-1,1'-biphenyl-4-carboxylate | HCID 86590692 | 47.6% |
Reaction Steps
A solution of ethyl 4′-(3-aminopropyl)-1,1′-biphenyl-4-carboxylate (200 mg), and 2-chloro-5-[(2R)-2-oxiranyl]-pyridine (71.5 mg) in ethanol (10 ml) was refluxed for 18 hours. The mixture was evaporated in vacuo. The residue was purified by column chromatography on silica gel (chloroform:methanol=100:1) to give ethyl 4′-[3-[[(2R)-2-(6-chloro-3-pyridyl)-2-hydroxyethyl]amino]propyl]-1,1′-biphenyl-4-carboxylate (96 mg) as a colorless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037938B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-a4bb471b23dd4241af79560b8fbb4e6d |
| Source note | uspto-grants-2006_05 |