تفاعل #163168

معادلة التفاعل

N-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzene sulfonamide

1H-pyrazolo[4,3-b]pyridine

trans-N,N′-dimethyl-cyclohexane-1,2-diamine

cesium carbonate

→

4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide

المذيبات

water

Ethyl acetate

N,N-dimethylacetamide

ظروف التفاعل

المعالجة

1. 1
   أخرىthe layers were separated
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe crude reside was subsequently purified by flash column chromatography (0-100% ethyl acetate in hexanes)

الإجراء التجريبي

A solution of N-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzene sulfonamide (226 mg, 0.559 mmol), 1H-pyrazolo[4,3-b]pyridine (100 mg, 0.839 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (18 μL, 0.112 mmol), copper iodide (22 mg, 0.112 mmol), and cesium carbonate (383 mg, 1.17 mmol) in 2 mL of N,N-dimethylacetamide was heated at 130° C. for 2 hours. Ethyl acetate and water were added and the layers were separated. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude reside was subsequently purified by flash column chromatography (0-100% ethyl acetate in hexanes) to afford 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.

المصدر