Electric Literature of 675109-26-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 675109-26-9 name is 6-Bromoisoindolin-1-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Example 265: (S)-3-Oxo-N-((4-(trifluoromethyl)phenyl)(3-(trifluoromethyl)- pyridin-2-yl)methyl)isoindoline-5-carboxamide To a 25 mL round bottom flask containing (S)-(4-(trifluoromethyl)- phenyl)(3 -(trifiuoromethyl)pyridin-2-yl)methanamine hydrochloride (Intermediate 1) (120 mg, 0.336 mmol) was added toluene (3 mL). The resulting mixture was stirred at rt for 2 min. At this time,sodium carbonate (143 mg, 1.346 mmol), 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (3.89 mg, 6.73 muiotaetaomicron), palladium (II) acetate (1.5 mg, 6.7 muiotaetaomicron) and 6-bromo-2,3-dihydro-isoindol-l-one (71.3 mg, 0.336 mmol) were added to the flask. The reaction vessel was flushed with argon and then left under 1.0 atm of carbon monoxide gas (from a lecture bottle, in hood). The flask was heated to 85 C overnight, filtered though Celite brnad filter agent, and eluted with EtOAc. Purification by reverse phase HPLC, and concentration of the containing fractions gave (S)-3-oxo-N-((4-(trifiuoromethyl)- phenyl)(3-(trifiuoromethyl)pyridin-2-yl)methyl)isoindoline-5-carboxamide as a yellow foamy solid. 1H NMR (300MHz , CDC13): delta ppm 8.92 (d, J = 4.5 Hz, 1H), 8.40 (d, J = 7.7 Hz, 1 H), 7.60 – 7.56 (m, 5 H), 7.46 – 7.48 (m, 2 H), 6.90 (d, J = 7.6 Hz, 1 H), 4.54 (s, 2 H). MS 480.1 (M+H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromoisoindolin-1-one, and friends who are interested can also refer to it.