HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → n-(4-{1-[Bis-(2-chlorphenyl)-methyl]-piperidin-4-yl}-butyl)-3-(pyridin-3-yl)-acrylamid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-(3-Pyridinyl)-2-propenoic acid | HCID 101984 | — |
| Reactant | 4-{1-[Bis(2-chlorophenyl)methyl]-piperidin-4-yl}-butylamine | HCID 18425706 | — |
| Product | n-(4-{1-[Bis-(2-chlorphenyl)-methyl]-piperidin-4-yl}-butyl)-3-(pyridin-3-yl)-acrylamid | HCID 53941497 | — |
Reaction Steps
Batch size: 1.6 g (10.7 mmol) 3-(3-pyridyl)-acrylic acid, 1.9 g (15.0 mmol) oxalyl chloride and 3.9 g (10.0 mmol) 4-{1-[bis-(2-chlorophenyl)-methyl]-piperidine-4-yl}-butylamine. In the purification, chromatographic purification is done twice over silica gel with CHCl3/CH3OH (97/3 and 97/3 to 95/5) and crystallization is from 25 ml acetic acid after drawing off the solvent. Colorless crystals with a MP of 129-131° C. were recovered; yield: 0.6g (11%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06451816B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-1ec57c48f48c4a81ae13a4ac061e4461 |
| Source note | uspto-grants-2002_09 |