Triethylamine → (R)-1-(5-bromo-6-methylpyridin-2-yl)-3-methylpiperazine

温度

165 °C

In a 10 mL microwave vial equipped with a magnetic stir bar were mixed 3-bromo-6-chloro-2-methylpyridine (515 mg, 2.496 mmol), (R)-2-methylpiperazine (250 mg, 2.496 mmol), and Et3N (1.044 mL, 7.49 mmol) in DMF (4 mL). The resulting yellow suspension was heated in a microwave reactor to 165° C. for 4 hours. The reaction mixture was subsequently partitioned between 0.25N HCl (40 mL) and EtOAc (40 mL). The phases were separated and the aqueous layer was back-extracted with EtOAc (40 mL). The organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified using flash chromatography (12 g column) eluting with a gradient of 0-100% EtOAc in heptanes and then 0-20% MeOH in DCM. The pure fractions were combined and concentrated to give the title compound as a clear syrup (240 mg, 35.6%).

1. customIn a 10 mL microwave vial equipped with a magnetic stir bar
2. customThe reaction mixture was subsequently partitioned between 0.25N HCl (40 mL) and EtOAc (40 mL)
3. customThe phases were separated
4. extractionthe aqueous layer was back-extracted with EtOAc (40 mL)
5. washwashed with brine (20 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue was purified
10. washeluting with a gradient of 0-100% EtOAc in heptanes
11. concentrationconcentrated

ORDレコード

ord-f19a3c2ffedf4e1d83107b040950c012

出典データセット

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09434743B2