HuagongsheHuagongshe Chemistry Print Report · For research reference only
Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester → [4-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)phenyl]acetic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester | HCID 10851461 | — |
| Reactant | [4-(Acryloylmethylamino)phenyl]acetic Acid Methyl Ester | HCID 66770363 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | [4-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)phenyl]acetic Acid Methyl Ester | HCID 66781823 | 71.2% |
Reaction Steps
A stirred solution of [4-(acryloylmethylamino)phenyl]acetic acid methyl ester (˜22.3 mmol) and biphenyl-2-ylcarbamic acid piperidin-4-yl ester (6.61 g, 22.3 mmol) in EtOH (15.0 mL) was heated at reflux overnight. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography (0-5% MeOH in DCM) to give the title compound (8.41 g, 71% yield, 2 steps) as a brown sticky solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138345B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-55be88469ee14cd584f678ca92a9d6d8 |
| Source note | uspto-grants-2012_03 |