Dimethylformamide → HCID 67762623, compound

Participants

Reaction Steps

1.17 g (94 mmol) of 4-hydroxyanisole were added, a little at a time, to a suspension of 0.28 g (9.4 mmol) of 80% sodium hydride (dispersion in oil) in 25 ml of dimethylformamide, and the mixture was stirred until the evolution of hydrogen had ceased, a solution of 1.90 g (47 mmol) of 5-chloro-6-ethyl-4-(2-methylsulfonyloxymethyl-1,3-dioxaspiro[4.5]dec-8-ylamino!pyrimidine (Example G) in a small amount of dimethylformamide was subsequently added dropwise, and stirring of the mixture was continued at 100° C. for 6 hours. After the solvent had been stripped off, the mixture was taken up in water/dichloromethane and extracted by stirring with dilute sodium hydroxide solution and with water, and the organic phase was dried and concentrated. The crude product was chromatographed on silica gel (eluent ethyl acetate/methanol 9:1). This gave 1.3 g (68.6% of theory) of a colorless oil (isomer mixture).

Provenance & Evidence