HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acryloyl chloride → HCID 86674084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 71060126 | HCID 71060126 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86674084 | HCID 86674084 | 58% |
Reaction Steps
Diisopropylethylamine (0.33 ml, 1.9 mmol) was added in one portion to a stirred solution of [4-(4-amino-piperidine-1-sulfonyl)-phenyl]-piperidin-1-yl-methanone (0.13 g, 0.39 mmol) in THF (7 ml) followed by the drop wise addition of acryloyl chloride (0.03 ml, 0.43 mmol) and the mixture was stirred at room temperature under a nitrogen atmosphere for 3 hours. After this time the mixture was diluted with DCM (100 ml) and washed sequentially with HCl (1M solution, 50 ml), NaOH (1M solution, 50 ml) and brine (50 ml). The organic layer was separated, dried (MgSO4), filtered and concentrated. The resulting residue was purified by flash column chromatography (elution: 100% EtOAc) to give the title compound (0.09 g, 58% yield) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889716B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-5840d2dd3c1740578598ab57486f8f97 |
| Source note | uspto-grants-2014_11 |