HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → HCID 66742908, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (S)-Ethyl piperidine-3-carboxylate hydrochloride | HCID 45074034 | — |
| Reactant | 4-(4-Bromo-3-fluorophenyl)pyridine | HCID 66684127 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 66742908 | HCID 66742908 | — |
Reaction Steps
A mixture of 4-(4-bromo-3-fluorophenyl)pyridine (190 mg, 0.00075 mol), ethyl (3S)-piperidine-3-carboxylate hydrochloride (180 mg, 0.00090 mol), sodium tert-butoxide (140 mg, 0.0015 mol), palladium acetate (5 mg, 0.00002 mol) and 2-(di-tert-butylphosphino)biphenyl (7 mg, 0.00002 mol) was evacuated and charged with nitrogen and 1,4-dioxane (5 mL, 0.06 mol). The resulting mixture was refluxed overnight. After cooling to ambient temperature, the mixture was filtered and the filtrate was adjusted with TFA to pH=7.0 and purified by CombiFlash (ethyl acetate in hexanes: 60%) to afford the desired product. LCMS: m/z 329.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071624B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-fe4783c139e942b5907ca49137408f72 |
| Source note | uspto-grants-2011_12 |