Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | HCID 178490236 | HCID 178490236 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178490235 | HCID 178490235 | 67% |
Reaction Steps
900 mg (1.44 mmol) of N-[(R)-2-[3-(4-benzyloxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(1H-imidazol-4-yl)propionamide are dissolved in 100 ml of acetic acid. 90 mg of 20% palladium hydroxide dispersed on active charcoal are added and the mixture is placed under a dihydrogen atmosphere and stirred for 1 hour at room temperature. The reaction medium is filtered through a layer of Celite and then concentrated to dryness. The crude residue obtained is purified by chromatography on silica gel eluted with an 85/15 dichloromethane/methanol mixture. 440 mg of N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(1H-imidazol-4-yl)propionamide are obtained in the form of a white solid, in a yield of 67%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09353083B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-26ee61cb8bbf4a39b7d778f7b96d9164 |
|---|
| Source note | uspto-grants-2016_05 |
|---|