Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(4-Pyridinyl)-4-piperidinecarbonyl chloride | HCID 11183700 | — |
| Reactant | HCID 22721828 | HCID 22721828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23205191 | HCID 23205191 | 55% |
Reaction Steps
N-[2-Amino-1-(piperidinocarbonyl)ethyl]-2-(2-naphthalene-sulphonamido)acetamide hydrochloride salt (2.6 g) and triethylamine (3.18 ml) were added in turn to a stirred solution of 1-(4-pyridyl)piperidine-4-carbonyl chloride (1.54 g) in methylene chloride (20 ml) and the mixture was stirred at ambient temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 89:10:1 mixture of ethyl acetate, methanol and ammonia as eluent. The material so obtained was triturated under diethyl ether to give 2-(2-naphthalenesulphonamido)-N-{1-piperidinocarbonyl-2-[1-(4-pyridyl)-piperidin-4-ylcarbonylamino]ethyl}acetamide as a foam (1.9 g, 55%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06225309B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-2e65e25a955b48e6b524daaa87c63e80 |
|---|
| Source note | uspto-grants-2001_05 |
|---|