HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 117667258, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 117667564 | HCID 117667564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117667258 | HCID 117667258 | 50.3% |
Reaction Steps
To a solution of 3-bromo-5-((R)-piperidin-3-yloxy)-pyridine hydrochloride salt (525 mg, 1.8 mmol) in DMF (10 mL) is added acetyl chloride (0.19 mL, 2.7 mmol) and N,N-diisopropylethylamine (1.4 mL, 8.0 mmol). The mixture is stirred at room temperature for 16 h. The reaction is partitioned between H2O and EtOAc and the layers are separated. The aqueous is extracted with EtOAc and the combined organic layers are dried and concentrated. The crude product is purified by flash column chromatography to provide 271 mg of 1-[(R)-3-(5-bromo-pyridin-3-yloxy)-piperidin-1-yl]-ethanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-5f1ee6166c274d3a90c7ff90473dadb9 |
| Source note | uspto-grants-2015_11 |