Dimethylformamide → 4-Methoxypyrimidine-2-carbonitrile

Temperatur

80 °C

2-chloro-4-methoxypyrimidine (500 mg, 3.45 mmol) was combined with zinc cyanide (242 mg, 2.07 mmol) and tetrakis (triphenylphosphne)palladium (0) (159 mg, 0.14 mmol) in DMF (10 mL) and the slurry was heated at 80° C. under nitrogen for 6 h. The mixture was cooled to rt, diluted with EtOAc (50 mL) and washed twice with 2N ammonium hydroxide (50 mL). The EtOAc solution was washed with brine (20 mL) and concentrated in vacuo to provide the crude mixture. The crude was then purified by column chromatography (10% EtOAc in hexanes) to afford 4-methoxypyrimidine-2-carbonitrile in 50% yield.

1. temperatureThe mixture was cooled to rt
2. washwashed twice with 2N ammonium hydroxide (50 mL)
3. washThe EtOAc solution was washed with brine (20 mL)
4. concentrationconcentrated in vacuo
5. customto provide the crude mixture
6. customThe crude was then purified by column chromatography (10% EtOAc in hexanes)

ORD-Eintrag

ord-5652bc9d87534e43b4a20f2015bb210b

Quelldatensatz

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08299267B2