HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropyridine → HCID 57979781, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 57979779 | HCID 57979779 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57979781 | HCID 57979781 | 27.7% |
Reaction Steps
To a solution of (2S,6S)-1-[(4-tert-butylphenyl)sulfonyl]-2,6-dimethylpiperazine (120 mg, 0.39 mmol) and 2,3-Dichloropyridine (115 mg, 0.78 mmol) in anhydrous 1,4-Dioxane (0.2 mL) was added diisopropylethylamine (0.201 mL, 1.16 mmol). The mixture was subject to microwave irradiation at 200° C. for 1 hour. Reaction was half complete as determined by TLC. The reaction mixture was diluted with ethyl acetate and washed with saturated NH4Cl (aq.), 10% HCl (aq.), water and brine. Organic layer was dried over MgSO4. Solvent evaporation followed by flash column chromatography afforded (2S,6S)-1-[(4-tert-butylphenyl)sulfonyl]-4-(3-chloropyridin-2-yl)-2,6-dimethylpiperazine in 27.7% yield (45 mg) as off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632838B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-f4d19153164c4f35b336329c0bd4abd0 |
| Source note | uspto-grants-2009_12 |