HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → (2-Chloro-5-phenyl-thiophen-3-yl)-(4,4-difluoro-azepan-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | (4,4-Difluoro-azepan-1-yl)-(5-phenyl-thiophen-3-yl)-methanone | HCID 44226682 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2-Chloro-5-phenyl-thiophen-3-yl)-(4,4-difluoro-azepan-1-yl)-methanone | HCID 44226681 | 25.5% |
Reaction Steps
(4,4-Difluoro-azepan-1-yl)-(5-phenyl-thiophen-3-yl)-methanone (0.104 g, 0.33 mmol) and N-chlorosuccinimide (0.445 g, 0.33 mmol) in acetic acid (2 mL) were heated by microwave irradiation to 140° C. for 4 minutes. The mixture was diluted with acetonitrile and water and purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were evaporated to give the title compound as a gum (0.03 g). LCMS m/z 356.13 [M+H]+ R.T.=12.26 min (Analytical Method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614209B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-450846ca09c445179c52630d2b6ce04a |
| Source note | uspto-grants-2013_12 |