Реакция #75625

Уравнение реакции

triethylamine

1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]-6-phthalazine carbonitrile

3-amino-3-methyl-1-butyne

ammonia

→

title compound

Выход 72.4%

1-(3-Amino-3-methyl-1-butynyl)-4-[(3-chloro-4-methoxybenzyl)amino]-6-phthalazinecarbonitrile hydrochloride

Выход 72.4%

Растворители

ethyl acetate

dimethylformamide

water

Условия реакции

Обработка

1. 1
   ТемператураAfter cooling
2. 2
   Другоеthe organic layer was recovered
3. 3
   ПромывкаThe organic layer was washed with dilute aqueous ammonia and brine
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   ФильтрацияIt was filtered
6. 6
   Другоеthe filtrate was evaporated
7. 7
   ДругоеThe resulting residue was purified by NH-form silica gel column chromatography

Методика

0.39 ml triethylamine was added to a mixture of 500 mg 1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]-6-phthalazine carbonitrile, 53 mg cuprous iodide, 98 mg dichlorobis(triphenylphosphine)palladium (II), 347 mg 3-amino-3-methyl-1-butyne, and 10 ml dimethylformamide, and the mixture was stirred at 80° C. for 3 hr in a nitrogen atmosphere. After cooling, ethyl acetate was added to the reaction solution, then water and conc. aqueous ammonia were added thereto, and the organic layer was recovered. The organic layer was washed with dilute aqueous ammonia and brine, and dried over anhydrous sodium sulfate. It was filtered and the filtrate was evaporated. The resulting residue was purified by NH-form silica gel column chromatography to give 446 mg of the title compound. The product was converted in a usual manner into the hydrochloride.

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