Реакция #659555

ord-5838d25671634247bb615bdb87093e22

Уравнение реакции

O=C1NCCN1c1cnccc1C1CC1
1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one
FC(F)(F)c1cc(Br)ccn1
4-bromo-2-(trifluoromethyl)pyridine
CN[C@@H]1CCCC[C@H]1NC
trans-N,N′-dimethylcyclohexane-1,2-diamine
O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
O=C1N(c2ccnc(C(F)(F)F)c2)CCN1c1cnccc1C1CC1
product
Выход 33.4%
O=C1N(c2ccnc(C(F)(F)F)c2)CCN1c1cnccc1C1CC1
1-(4-cyclopropylpyridin-3-yl)-3-(2-(trifluoromethyl) pyridin-4-yl)imidazolidin-2-one
Выход 33.4%

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеreagents and reaction conditions
  2. 2
    Другоеto afford the crude product
  3. 3
    ДругоеPurification by preparative HPLC

Методика

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 70 mg, 0.344 mmol) was reacted with 4-bromo-2-(trifluoromethyl)pyridine (93.5 mg, 0.413 mmol) 1,4-dioxane (5 mL), copper iodide (6.5 mg, 0.034 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (4.8 mg, 0.034 mmol) and potassium phosphate (219 mg, 1.034 mmol) to afford the crude product. Purification by preparative HPLC afforded 40 mg of the product (33% yield).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09029399B2uspto-grants-2015_05