HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 4-(5-chloropyridin-2-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 2-Bromo-5-chloropyridine | HCID 817098 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl 4-(5-chloropyridin-2-yl)piperazine-1-carboxylate | HCID 57550329 | 37% |
Reaction Steps
Tert-butyl piperazine-1-carboxylate (300 mg, 1.611 mmol) and 2-bromo-5-chloropyridine (465 mg, 2.416 mmol) were dissolved in acetonitrile (3 ml), followed by addition of triethylamine (0.45 ml, 3.222 mmol), and then the resulting liquid was subjected to microwave irradiation at 150° C. for 2 hours. The resulting reaction liquid was concentrated under reduced pressure, followed by addition of a saturated aqueous ammonium chloride solution (10 ml), and extracted with MC (15 ml×2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (20% EtOAc/Hexanes), to obtain 177 mg of colorless oil (37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096571B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-3e7658f9d8514c838ddaf2623d70b353 |
| Source note | uspto-grants-2015_08 |