反应详情

A mixture of 197 mg of 5-(3,4-dimethoxy-5-iodo-benzyl)pyrimidine-2,4-diamine, 155 mg of 2-ethynyl-naphthalene (Bull. Soc. Chim. Fr. [3], 7, 648, (1892)), 108 mg of potassium carbonate, 14 mg of triphenylphosphine and 5 mg of copper(I) iodide in 2 ml of dimethylformamide is heated at 100° for 4 hrs. The reaction mixture is cooled to room temperature, poured into 50 ml of water and extracted three times with 50 ml of methylene chloride each time. The organic phases are washed with 50 ml of water, dried over magnesium sulphate and concentrated. The crude product is recrystallized from ethyl acetate/n-hexane. 121 mg (58%) of 5-[3,4-dimethoxy-5-(naphthalen-2-ylethynyl)-benzyl]-pyrimidine-2,4-diamine are obtained as a yellowish solid. M.p. 152°-155°.

1. temperatureis heated at 100° for 4 hrs
2. extractionextracted three times with 50 ml of methylene chloride each time
3. washThe organic phases are washed with 50 ml of water
4. dry with materialdried over magnesium sulphate
5. concentrationconcentrated
6. customThe crude product is recrystallized from ethyl acetate/n-hexane