Piperazine → 1-(3-Chloro-5-fluoro-4-pyridyl)piperazine

Temperature

120 °C

In a 100 mL sealed reaction vessel/bomb, 3-chloro-5-fluoro-4-iodo-pyridine (5600 mg, 21.75 mmol) was taken up in NMP (12 mL). To the resulting clear brown solution was added DIPEA (3.373 g, 4.546 mL, 26.10 mmol) followed by piperazine (2.810 g, 32.62 mmol). The vessel was sealed and heated thermally at 120° C. for 18 hrs. The mixture was allowed to cool to RT and was concentrated in vacuo to afford a brown gum which was purified by chromatography on silica, eluting with a gradient of DCM-DCM:MeOH:NH3(90: 10:1) 100-0 to 0:100. Fractions containing clean product were collected and concentrated in vacuo to afford 1-(3-chloro-5-fluoropyridin-4-yl)piperazine as a cream solid. (3.52 g, 75%). MS (ES+) 216.0.

1. customIn a 100 mL sealed
2. customThe vessel was sealed
3. temperatureto cool to RT
4. concentrationwas concentrated in vacuo
5. customto afford a brown gum which
6. customwas purified by chromatography on silica
7. washeluting with a gradient of DCM-DCM
8. additionFractions containing clean product
9. customwere collected
10. concentrationconcentrated in vacuo

ORD record

ord-0f87d594194e4f8cabd6539a6de738c8

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09340546B2