HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 5-{4-[(E)-2-(1-Acetylpiperidin-2-yl)-vinyl]-2-benzyloxyphenyl}-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 68842724 | HCID 68842724 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-{4-[(E)-2-(1-Acetylpiperidin-2-yl)-vinyl]-2-benzyloxyphenyl}-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one | HCID 68839228 | — |
Reaction Steps
To a solution of 5-[2-benzyloxy-4-((E)-2-piperidin-2-yl-vinyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (101 mg, 0.192 mmol) in methylene chloride (4 mL) is added triethylamine (0.134 mL, 0.956 mmol). The solution is stirred at RT for 5 min the acetyl chloride (0.0163 mL, 0.23 mmol) is added and stirring is continued for 18 h. The mixture is diluted with EtOAc and is washed with 1N HCl and brine. The organic phase is dried over sodium sulfate and the solvent removed under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a89b8e5d94144df08747dc62ac33f84d |
| Source note | uspto-grants-2011_12 |