تفاعل #163

ord-f216b4e86bcc4a2b8660bf0c5e130be5

معادلة التفاعل

FC(F)(F)c1cnc(Cl)cc1I
FC(F)(F)c1cnc(Cl)cc1
CNC(=O)c1ccccc1N
CNC(=O)c1ccccc1N
CNC(=O)c1ccccc1Nc1cc(Cl)ncc1C(F)(F)F
CNC(=O)c1ccccc1Nc1cc
المردود 73.4%

المذيبات

ظروف التفاعل

درجة الحرارة
90°CELSIUS

الإجراء التجريبي

2-chloro-4-iodo-5-(trifluoromethyl)pyridine (4.305 g, 14.00 mmol), 2-amino-N- methylbenzamide (2.103 g, 14.00 mmol), diacetoxypalladium (0.251 g, 1.12 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (1.296 g, 2.24 mmol) and cesium carbonate (5.47 g, 16.80 mmol) were mixed together in dioxane (80 mL). Reaction was degassed with argon and was stirred at 90 °C overnight (15 hours) under argon. Reaction was filtered, washed with CH2Cl2 and filtrate was concentrated to dryness. The crude product was purified by flash chromatography on silica gel eluting with 10 to 40% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 2-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-N-methylbenzamide (3.39 g, 73.4 %) as a white crystalline solid.

المصدر

750 AstraZeneca ELN dataset