HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 6468856, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Ethylbenzene-1-sulfonyl chloride | HCID 570959 | — |
| Reactant | Benzyl (2,4-difluorophenyl)carbamate | HCID 11954520 | — |
| Catalyst | 2-Dimethylaminopyridine | HCID 21885 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 6468856 | HCID 6468856 | 94.3% |
Reaction Steps
To 2,4-difluoro-phenylamine (30, 2.0 g, 15.5 mmol) in 20 mL of dichloromethane, pyridine (1.326 mL, 16.4 mmol) and dimethylaminopyridine (0.076 g, 0.62 mmol) are added followed by the dropwise addition of 4-ethyl-benzenesulfonyl chloride (59, 3.357 g, 16.4 mmol) and the reaction is heated to reflux overnight. The reaction is concentrated under vacuum to dryness, then brought up in ethyl acetate and water for extraction. The organic layer is isolated and concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with a gradient of 10-20% ethyl acetate in hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (60, 4.344 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673928B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-1f6d5ae2c18e4ab88317503849595135 |
| Source note | uspto-grants-2014_03 |