HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 11976939, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyridine-3-sulfonyl chloride | HCID 3164136 | — |
| Reactant | HCID 18999517 | HCID 18999517 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11976939 | HCID 11976939 | 65.4% |
Reaction Steps
To a mixture of 300 mg (1.086 mmol) of 2-(4-{[1-(aminomethyl)-cyclo-pentyl]methyl}phenyl)ethanol (EP 472 449), 30 ml of dichloromethane and 537.6 μl (3.857 mmol) of triethylamine is added dropwise, at −20° C., a solution of 310.1 mg (1.222 mmol) of 3-pyridinesulfonyl chloride in 10 ml of dichloromethane. The mixture is allowed to warm to room temperature slowly (over 3 hours) and is stirred for a further 2 hours. The reaction medium is then washed with water and dried over Na2SO4. After concentrating the organic phase under vacuum, the oil obtained is purified by flash chromatography on silica gel with a dichloromethane/methanol mixture (99/1). 266 mg of an amorphous white solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357721B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-303942fa57144220887564a6741dc8d4 |
| Source note | uspto-grants-2013_01 |