Dimethylformamide → 4,6-Dimethylpyrimidine-2-carbonitrile

온도

110 °C

2-Chloro-4,6-dimethylpyrimidine (3.3 g, 0.023 mol) was combined with zinc cyanide (2.7 g, 0.023 mol, 1 eq.) and tetrakis(triphenylphosphine)palladium (0) (2.7 g, 0.0023 mol, 0.1 eq.) in DMF (20 ml), and the slurry was heated at 110° C. under nitrogen for 0.5 h. The mixture was cooled to room temperature, diluted with EtOAc (70 ml) and washed twice with 2N ammonium hydroxide (50 ml). The EtOAc solution was washed with brine (20 ml) and concentrated in vacuum to provide the crude mixture. The crude was then purified by column chromatography (30% EtOAc/hexane) to afford 4,6-dimethylpyrimidine-2-carbonitrile. Yield: 0.8 g (26%). 1H NMR (400 MHz, CDCl3): δ 2.48 (s, 6H), 7.21 (s, 1H). LCMS: (ES+) m/z=133.6 (M)+

1. temperatureThe mixture was cooled to room temperature
2. washwashed twice with 2N ammonium hydroxide (50 ml)
3. washThe EtOAc solution was washed with brine (20 ml)
4. concentrationconcentrated in vacuum
5. customto provide the crude mixture
6. customThe crude was then purified by column chromatography (30% EtOAc/hexane)

ORD 기록

ord-7e9ee2c48a454a958d8e362daa8706f4

출처 데이터셋

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08148382B2