Hydrochloric Acid → 2-(4,6-Dimethoxypyrimidine-2-yl)-2-(3-methoxymethyl-2-nitrophenyl)acetonitrile

Participants

Reaction Conditions

Reaction Steps

11.2 g (0.28 M) of 60% sodium hydride was suspended in 100 ml of N,N-dimethylformamide. While the suspension was cooled to 10° C. or lower in an ice water bath and stirred, there-to was dropwise added a solution of 29 g (0.14 M) of 3-methoxymethyl-2-nitrophenylacetonitrile dissolved in 100 ml of N,N-dimethylformamide. After the completion of the dropwise addition, the mixture was stirred at room temperature until there was no evolution of hydrogen. While the mixture was cooled to 10° C. or lower in an ice water bath and stirred, thereto was added 30 g (0.14 M) of 4,6-dimethoxy-2-methylsulfonylpyrimidine. The mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into ice water. The mixture was acidified with 10% hydrochloric acid. The resulting crude crystals were collected by filtration, washed with water and a mixed solvent of ethanol and isopropyl ether to obtain 42 g (yield: 87%) of 2-(4,6-dimethoxypyrimidine-2-yl)-2-(3-methoxymethyl-2-nitrophenyl)acetonitrile as a reddish brown powder (melting point: 112 to 113° C.).

Provenance & Evidence