Pyrrolidine → 3-Bromo-5-(pyrrolidin-1-yl)pyridine

Temperatur

100 °C

To a solution of 3,5-dibromopyridine (5.5 g, 23.22 mmol) in toluene (100 mL) was added BINAP (0.840 g, 1.350 mmol), Pd2(dba)3 (0.412 g, 0.45 mmol), sodium tert-butoxide (6.49 g, 67.5 mmol) and pyrrolidine (1.86 mL, 22.50 mmol). The reaction mixture was degassed (N2, 10 min) and then heated at 100° C. for 2 h. The reaction mixture was cooled to RT and filtered through celite. The filtrate was evaporated and the residue purified by silica gel chromatography, eluting with a gradient of 0-30% ethyl acetate in cyclohexane, to afford the title compound (3.88 g). LCMS (A) m/z: 227/229 [M+1]+, Rt 0.87 min (acidic),

1. customThe reaction mixture was degassed (N2, 10 min)
2. temperatureThe reaction mixture was cooled to RT
3. filtrationfiltered through celite
4. customThe filtrate was evaporated
5. customthe residue purified by silica gel chromatography
6. washeluting with a gradient of 0-30% ethyl acetate in cyclohexane

ORD-Eintrag

ord-3fa8a146c40346b68a0a204e0b03e7fc

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09029545B2