Реакция #78463

Уравнение реакции

ethyl acetate

ammonia hydroxide

title compound

6-[Amino-(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-chloro-phenyl)-1H-quinolin-2-one

p-anisaldehyde

→

title compound

Выход 78.0%

4-(3-Chloro-phenyl)-6-[(6-chloro-pyridin-3-yl)-[(4-methoxy-benzylidene)-amino]-(3-methyl-3H-imidazol-4-yl)-methyl]-1H-quinolin-2-one

Выход 78.0%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураwas cooled to 0° C
2. 2
   ДругоеAfter separation
3. 3
   Промывкаthe organic layer was washed with brine
4. 4
   Сушкаdried over MgSO4
5. 5
   Концентрированиеconcentrated under vacuum
6. 6
   Другоеto yield the crude product
7. 7
   ДругоеIt was chromatographed on silica gel with MeOH—CHCl3—NH4OH (1:99:0.1 to 5:95:0.1) as eluents

Методика

To a solution of the title compound of example 42 (11.89 g, 25.03 mmol) in acetic acid (75 ml) was added p-anisaldehyde (6.09 ml, 50.06 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 4 hours after which time it was cooled to 0° C. 10 ml of ammonia hydroxide was added followed by addition of ethyl acetate. After separation, the organic layer was washed with brine, dried over MgSO4 and concentrated under vacuum to yield the crude product. It was chromatographed on silica gel with MeOH—CHCl3—NH4OH (1:99:0.1 to 5:95:0.1) as eluents to afford the title compound of Example 43A as a white solid (11.58 g, 78% yield).

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