تفاعل #564

ord-0a36562a530a4f6bb99c0bf4c44fc018

معادلة التفاعل

Cc1ccc(Oc2ccnc(Cl)c2)c(C)n1
Cc1ccc(Oc2ccnc(Cl)c2
CS(=O)(=O)c1ccc(N)cc1
CS(=O)(=O)c1ccc(N)cc
Cc1ccc(Oc2ccnc(Nc3ccc(S(C)(=O)=O)cc3)c2)c(C)n1
Cc1ccc(Oc2ccnc(Nc3cc
المردود 50.8%

المذيبات

ظروف التفاعل

درجة الحرارة
150°CELSIUS

الإجراء التجريبي

In a 10 mL microwave reactor 3-(2-chloropyridin-4-yloxy)-2,6-dimethylpyridine (100 mg, 0.43 mmol) and 4-(methylsulfonyl)aniline (73.0 mg, 0.43 mmol) were dissolved in DMA (3 mL) to give a tan solution.To the resultant solution Cesium carbonate (0.068 mL, 0.85 mmol) was added and sparged with nitrogen for 1 minute. Then Palladium(II) acetate (6.70 mg, 0.03 mmol) and 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (29.6 mg, 0.05 mmol) were added and the reaction mixture was sealed. The reaction was heated to150 °C for 25 minutes in the biotage microwave.The reaction was cooled to room temperature and LCMS shows reaction was completed. Reaction mixture was filtered through Celite Bed and washed with Dichloromethane. Filtrate was subjected to concentration to get DMA solution which was given to analytical department to purify using Mass based HPLC. After purification compound was isolated to get pale yellow solid of 4-(2,6-dimethylpyridin-3-yloxy)-N-(4-(methylsulfonyl)phenyl)pyridin-2-amine (80 mg, 50.8 %)

المصدر

750 AstraZeneca ELN dataset