Potassium Carbonate → HCID 131728130, compound

Temperature

80 °C

400 mg of the 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(trifluoroacetyl)-1,2,3,6-tetrahydropyridine [154-2] was dissolved in 10 mL of N,N-dimethylformamide, then 196 mg of the t-butyl[(1S)-1-(4-bromophenyl)ethyl]carbamate [106-1], 54 mg of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II), and 181 mg of potassium carbonate were added thereto, and stirred overnight at 80° C. The reaction mixture was cooled back to room temperature, then diluted in 100 mL of ethyl acetate, and washed with water and saturated brine in the subsequent order. The obtained organic layer was dried over anhydrous magnesium sulfate, and the insolubles were filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to obtain 100 mg of t-butyl((1S)-1-{4-[1-(trifluoroacetyl)-1,2,3,6-tetrahydropyridin-4-yl]phenyl}ethyl)carbamate [154-3] as a white solid.

1. temperatureThe reaction mixture was cooled back to room temperature
2. washwashed with water and saturated brine in the subsequent order
3. dry with materialThe obtained organic layer was dried over anhydrous magnesium sulfate
4. filtrationthe insolubles were filtered
5. concentrationThe filtrate was concentrated under reduced pressure
6. customthe obtained residue was purified by silica gel column chromatography

ORD record

ord-743e3e379bbb4b71851eb4845ed4a9ce

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07718801B2