HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamide → 4-(4-[2-[(2s)-2-Hydroxy-3-(4-hydroxy-3-methanesulfonylamino-phenoxy)-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acidoctylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamide | HCID 69987468 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(4-[2-[(2s)-2-Hydroxy-3-(4-hydroxy-3-methanesulfonylamino-phenoxy)-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acidoctylamide | HCID 10168241 | 38.6% |
Reaction Steps
4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamide (0.15 g, 0.207 mmol) was dissolved in ethanol (70 mL) and 10% palladium on carbon (0.043 g) added. The solution was shaken in a Parr apparatus at 50 psi hydrogen atmosphere for 16 hours, filtered through a Celite pad and the solvent removed in vacuo. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 10:1 going to 5:1 chloroform-methanol containing 2% triethylamine) to give the title compound (0.052 g, 0.08 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06605618B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-aa20afcff61f4a8a893d71e1370c6ebf |
| Source note | uspto-grants-2003_08 |