HuagongsheHuagongshe Chemistry Print Report · For research reference only
Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester → 3-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)benzoic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester | HCID 10851461 | — |
| Reactant | 3-(Acryloylmethylamino)benzoic Acid Methyl Ester | HCID 66770331 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)benzoic Acid Methyl Ester | HCID 66781545 | 45% |
Reaction Steps
A stirred solution of 3-(acryloylmethylamino)benzoic acid methyl ester (estimated ˜56 mmol) and biphenyl-2-ylcarbamic acid piperidin-4-yl ester (16.6 g, 56.0 mmol) in EtOH (20.0 mL) was heated at 90° C. overnight. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel flash chromatography (0-10% MeOH in DCM) to give the title compound (13.0 g, 45% yield) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138345B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-bc793afa1c284eab91f5faa287276e2a |
| Source note | uspto-grants-2012_03 |