Реакция #57145

Уравнение реакции

[3-(4-{[(phenylamino)carbonyl]amino}phenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetic acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide

m-anisidine

→

title compound

Выход 26.0%

N-[3-(methyloxy)phenyl]-2-[3-(4-{[(phenylamino)carbonyl]amino}phenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetamide

Выход 26.0%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated in vacuo
2. 2
   Промывкаwashed with saturated aqueous sodium bicarbonate (10 mL)
3. 3
   СушкаThe organic layer was dried over sodium sulfate
4. 4
   Концентрированиеconcentrated in vacuo
5. 5
   ДругоеPurification by Gilson reverse phase HPLC

Методика

To a solution of [3-(4-{[(phenylamino)carbonyl]amino}phenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetic acid (0.166 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.249 mmol), 4-dimethylaminopyridine (0.249 mmol) and N,N-dimethylformamide (3.2 mL) at room temperature was added m-anisidine (0.415 mmol). The reaction mixture was stirred overnight at room temperature, concentrated in vacuo, taken up in ethyl acetate (10 mL) and washed with saturated aqueous sodium bicarbonate (10 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo. Purification by Gilson reverse phase HPLC afforded the title compound as a white solid (26%). ESMS [M+H]+: 558.4

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