Реакция #56811

Уравнение реакции

4-bromoaniline

hydrogen chloride

4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine

→

title compound

Выход 98.6%

N*4*-(4-Bromo-phenyl)-6-(5-chloro-2-methoxy-phenyl)-pyrimidine-2,4-diamine

Выход 98.6%

Растворители

dioxane

ethanol

Условия реакции

Обработка

1. 1
   ТемператураAfter heating
2. 2
   Температураunder reflux for 45 minutes
3. 3
   Другоеvolatiles were removed under reduced pressure
4. 4
   workup.ADDITIONThe residue was treated with 1.0 M hydrochloric acid (10 ml)
5. 5
   ФильтрацияFiltration

Методика

To a stirred suspension of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine (0.054 g, 0.20 mmol) in ethanol (7.5 ml) was added a solution of hydrogen chloride in dioxane (4.0 M, 0.025 ml) followed by 4-bromoaniline (0.069 g, 0.40 mmol). After heating under reflux for 45 minutes, volatiles were removed under reduced pressure. The residue was treated with 1.0 M hydrochloric acid (10 ml) and stirred for 30 minutes. Filtration provided the hydrochloride salt of the title compound (0.08 g, 90% yield). 1H NMR (DMSO-d6) δ 3.90 (s, 3H, CH3), 6.71 (s, 1H, Ar), 7.30 (d, 1H, J=9.0 Hz, Ar), 7.57-7.59 (m, 2H, Ar), 7.65 (dd, 1H, J=9.0 Hz, J=2.4 Hz, Ar), 7.70 (d, 1H, J=2.4 Hz, Ar), 7.80-7.86 (m, 2H, Ar), 11.08 (s, 1H, NH).

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